WO2023158022A1 - Spray-type composition for decomposing and removing contaminants - Google Patents
Spray-type composition for decomposing and removing contaminants Download PDFInfo
- Publication number
- WO2023158022A1 WO2023158022A1 PCT/KR2022/007265 KR2022007265W WO2023158022A1 WO 2023158022 A1 WO2023158022 A1 WO 2023158022A1 KR 2022007265 W KR2022007265 W KR 2022007265W WO 2023158022 A1 WO2023158022 A1 WO 2023158022A1
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- WO
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- Prior art keywords
- group
- carbon atoms
- substituted
- unsubstituted
- composition
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Links
- 239000000356 contaminant Substances 0.000 title claims abstract description 79
- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 238000004140 cleaning Methods 0.000 claims abstract description 23
- 238000011109 contamination Methods 0.000 claims abstract description 11
- 230000001699 photocatalysis Effects 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 189
- -1 porphyrin compound Chemical class 0.000 claims description 41
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 38
- 239000011941 photocatalyst Substances 0.000 claims description 38
- 239000003344 environmental pollutant Substances 0.000 claims description 29
- 231100000719 pollutant Toxicity 0.000 claims description 28
- 125000001424 substituent group Chemical group 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000003599 detergent Substances 0.000 claims description 22
- 239000002904 solvent Substances 0.000 claims description 22
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 239000004408 titanium dioxide Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 125000003282 alkyl amino group Chemical group 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 10
- 125000001769 aryl amino group Chemical group 0.000 claims description 10
- 125000004104 aryloxy group Chemical group 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 125000005241 heteroarylamino group Chemical group 0.000 claims description 10
- 125000005103 alkyl silyl group Chemical group 0.000 claims description 9
- 125000004414 alkyl thio group Chemical group 0.000 claims description 9
- 125000005104 aryl silyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 8
- 125000000732 arylene group Chemical group 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims description 4
- 125000000739 C2-C30 alkenyl group Chemical group 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000004419 alkynylene group Chemical group 0.000 claims description 4
- 125000005724 cycloalkenylene group Chemical group 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 125000004474 heteroalkylene group Chemical group 0.000 claims description 4
- 125000005549 heteroarylene group Chemical group 0.000 claims description 4
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims description 4
- 230000000593 degrading effect Effects 0.000 claims 2
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 238000005406 washing Methods 0.000 abstract description 29
- 230000000694 effects Effects 0.000 abstract description 28
- 239000004744 fabric Substances 0.000 abstract description 15
- 238000010521 absorption reaction Methods 0.000 abstract description 5
- 230000001747 exhibiting effect Effects 0.000 abstract description 4
- 238000007146 photocatalysis Methods 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 12
- 239000000835 fiber Substances 0.000 description 10
- 150000002431 hydrogen Chemical class 0.000 description 9
- 238000005507 spraying Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 229910010413 TiO 2 Inorganic materials 0.000 description 8
- 239000004753 textile Substances 0.000 description 8
- 229910052736 halogen Inorganic materials 0.000 description 7
- 150000004032 porphyrins Chemical class 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000428 dust Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001412 amines Chemical group 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 3
- 229960000907 methylthioninium chloride Drugs 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 3
- 229940043267 rhodamine b Drugs 0.000 description 3
- 235000013555 soy sauce Nutrition 0.000 description 3
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 235000016213 coffee Nutrition 0.000 description 2
- 235000013353 coffee beverage Nutrition 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- 235000021109 kimchi Nutrition 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- KRVWTVYQGIOXQE-UHFFFAOYSA-N 1-(2,6-diphenoxyphenoxy)naphthalene Chemical group C=1C=CC(OC=2C=CC=CC=2)=C(OC=2C3=CC=CC=C3C=CC=2)C=1OC1=CC=CC=C1 KRVWTVYQGIOXQE-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- HHDUMDVQUCBCEY-UHFFFAOYSA-N 4-[10,15,20-tris(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid Chemical compound OC(=O)c1ccc(cc1)-c1c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc([nH]2)c(-c2ccc(cc2)C(O)=O)c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc1[nH]2 HHDUMDVQUCBCEY-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 235000019737 Animal fat Nutrition 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 240000004160 Capsicum annuum Species 0.000 description 1
- 235000008534 Capsicum annuum var annuum Nutrition 0.000 description 1
- 235000007862 Capsicum baccatum Nutrition 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical group FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
- 229910001573 adamantine Inorganic materials 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000001728 capsicum frutescens Substances 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- PBHVCRIXMXQXPD-UHFFFAOYSA-N chembl2369102 Chemical compound C1=CC(S(=O)(=O)O)=CC=C1C(C1=CC=C(N1)C(C=1C=CC(=CC=1)S(O)(=O)=O)=C1C=CC(=N1)C(C=1C=CC(=CC=1)S(O)(=O)=O)=C1C=CC(N1)=C1C=2C=CC(=CC=2)S(O)(=O)=O)=C2N=C1C=C2 PBHVCRIXMXQXPD-UHFFFAOYSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000004404 heteroalkyl group Chemical group 0.000 description 1
- 125000004475 heteroaralkyl group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 description 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 238000001840 matrix-assisted laser desorption--ionisation time-of-flight mass spectrometry Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 235000020095 red wine Nutrition 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0068—Deodorant compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/12—Water-insoluble compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/12—Water-insoluble compounds
- C11D3/1213—Oxides or hydroxides, e.g. Al2O3, TiO2, CaO or Ca(OH)2
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/28—Heterocyclic compounds containing nitrogen in the ring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/12—Soft surfaces, e.g. textile
Definitions
- the present invention relates to a spray-type composition for decomposing and removing contaminants, and more particularly, to a spray-type composition capable of decomposing contaminants by spraying the composition for decomposing and removing contaminants when clothes or the like are contaminated.
- detergents are used for washing the body in daily life or for the purpose of cleaning oil stains, dust, and soot from various objects such as textiles, tableware, food, and metal. It's different, so it's different.
- detergent has become common to refer to substances used for cleaning clothes and other materials.
- the initial detergents were derived from animal fat, and recently, various surfactants have been introduced into the detergents to improve the cleaning ability.
- detergents include various antibacterial agents for improving antibacterial activity in addition to surfactants for improving cleaning ability.
- the detergent form that constitutes the mainstream of detergent for clothing is in the form of powder or liquid.
- powdery and liquid detergents are inconvenient because they must be measured each time they are used, and it is difficult to use quantitatively when measuring, and there is a risk of spillage, which is inefficient.
- detergents in powder form or liquid form must undergo a separate washing process through a washing machine or the like.
- washing of textile products that require washing is performed by a person himself or by using a washing machine. That is, it is necessary to use a form in which all of the textile products are washed using a laundry detergent after the use state is finished.
- This washing method cannot be applied while the user is wearing textile products such as clothes, and is possible only when the user is undressed.
- the textile product and the detergent In order to use the powder or liquid detergent described above, the textile product and the detergent must be put together in a solution such as water and physical force must be applied to exhibit a cleaning effect.
- This washing method cannot be used when the contaminated area is not extensive or when it is urgent to wash only a part of the contaminated area.
- Patent Document 1 KR 10-2015-0116993 A1
- An object of the present invention is to provide a composition for decomposing and removing spray-type pollutants.
- Another object of the present invention is to decompose spray-type contaminants that can show a washing effect by decomposing the contaminant by irradiating visible light by spraying the composition without washing the contaminated area separately when clothing products such as clothes are contaminated, and It is to provide a composition for removal.
- Another object of the present invention is to provide a spray-type contaminant decomposition and removal composition capable of enhancing the removal effect of contaminants by facilitating absorption in textile products and decomposing contaminants that are not easily removed by a photocatalyst.
- the present invention provides a composition for decomposing and removing spray-type contaminants including a solvent; and a titanium dioxide photocatalyst, wherein the titanium dioxide photocatalyst includes titanium dioxide (TiO 2 ); and a porphyrin compound represented by Formula 1 below:
- X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,
- X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );
- L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or
- R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a
- L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24
- the solvent may be alcohol and water having 1 to 10 carbon atoms.
- the compound represented by Formula 1 may be a compound represented by Formula 2 below:
- R 1 to R 8 and L 1 to L 4 are as defined in Formula 1 above;
- R 9 'to R 12 ' are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, -SO 3 H, -SO 3 - and -COO - .
- the L 1 to L 4 may be a single bond or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.
- the composition for decomposing and removing contaminants may exhibit photocatalytic activity under visible light.
- composition for decomposing and removing contaminants may include the porphyrin compound represented by Chemical Formula 1 and titanium dioxide in a molar ratio of 1:1 to 1:15.
- composition for decomposing and removing contaminants is absorbed into the contaminated area, the contaminant and the titanium dioxide photocatalyst come into contact, and the contaminant can be decomposed by irradiation with visible light.
- a portable laundry detergent according to another embodiment of the present invention may include the spray-type contaminant decomposition and removal composition.
- a composition for assisting laundry according to another embodiment of the present invention may include the composition for decomposing and removing spray-type contaminants.
- hydrogen is hydrogen, light hydrogen, deuterium or tritium.
- halogen group is fluorine, chlorine, bromine or iodine.
- alkyl means a monovalent substituent derived from a straight or branched chain saturated hydrocarbon having 1 to 40 carbon atoms. Examples thereof include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, pentyl, iso-amyl, hexyl, and the like.
- alkenyl refers to a monovalent substituent derived from a straight-chain or branched unsaturated hydrocarbon having 2 to 40 carbon atoms and having at least one carbon-carbon double bond. Examples thereof include, but are not limited to, vinyl, allyl, isopropenyl, and 2-butenyl.
- alkynyl refers to a monovalent substituent derived from a straight-chain or branched chain unsaturated hydrocarbon having 2 to 40 carbon atoms and having at least one carbon-carbon triple bond. Examples thereof include, but are not limited to, ethynyl and 2-propynyl.
- alkylthio means the above-described alkyl group bonded through a sulfur linkage (-S-).
- aryl means a monovalent substituent derived from an aromatic hydrocarbon having 6 to 60 carbon atoms in a single ring or a combination of two or more rings.
- a form in which two or more rings are simply attached to each other (pendant) or condensed may be included.
- Examples of such aryl include, but are not limited to, phenyl, naphthyl, phenanthryl, anthryl, fluoryl, dimethylfluorenyl, and the like.
- heteroaryl means a monovalent substituent derived from a monoheterocyclic or polyheterocyclic aromatic hydrocarbon having 6 to 30 carbon atoms. At this time, at least one carbon, preferably 1 to 3 carbons in the ring is substituted with a heteroatom such as N, O, S or Se.
- a form in which two or more rings are simply attached to each other or condensed may be included, and furthermore, a form condensed with an aryl group may be included.
- heteroaryl examples include 6-membered monocyclic rings such as pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, phenoxathienyl, indolizinyl, indolyl ( polycyclic rings such as indolyl, purinyl, quinolyl, benzothiazole, carbazolyl and 2-furanyl, N-imidazolyl, 2-isoxazolyl , 2-pyridinyl, 2-pyrimidinyl and the like, but are not limited thereto.
- 6-membered monocyclic rings such as pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, phenoxathienyl, indolizinyl, indolyl ( polycyclic rings such as indolyl, purinyl, quinolyl, benzothiazole, carbazo
- aryloxy is a monovalent substituent represented by RO-, wherein R means an aryl having 6 to 60 carbon atoms.
- R means an aryl having 6 to 60 carbon atoms.
- Examples of such aryloxy include, but are not limited to, phenyloxy, naphthyloxy, diphenyloxy, and the like.
- alkyloxy is a monovalent substituent represented by R'O-, wherein R' means alkyl having 1 to 40 carbon atoms, and has a linear, branched or cyclic structure.
- R' means alkyl having 1 to 40 carbon atoms, and has a linear, branched or cyclic structure.
- alkyloxy include, but are not limited to, methoxy, ethoxy, n-propoxy, 1-propoxy, t-butoxy, n-butoxy, pentoxy, and the like.
- alkoxy may be straight chain, branched chain or cyclic chain.
- the number of carbon atoms in alkoxy is not particularly limited, but is preferably 1 to 20 carbon atoms.
- aralkyl refers to an aryl-alkyl group where aryl and alkyl are defined above. Preferred aralkyls include lower alkyl groups. Non-limiting examples of suitable aralkyl groups include benzyl, 2-phenethyl and naphthalenylmethyl. Attachment to the parent moiety is via an alkyl.
- arylamino group means an amine substituted with an aryl group having 6 to 30 carbon atoms.
- alkylamino group means an amine substituted with an alkyl group having 1 to 30 carbon atoms.
- aralkylamino group means an amine substituted with an aryl-alkyl group having 6 to 30 carbon atoms.
- heteroarylamino group means an amine group substituted with an aryl group having 6 to 30 carbon atoms and a heterocyclic group.
- heteroarylkyl group means an aryl-alkyl group substituted with a heterocyclic group.
- cycloalkyl means a monovalent substituent derived from a monocyclic or polycyclic non-aromatic hydrocarbon having 3 to 40 carbon atoms.
- examples of such cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, norbornyl, adamantine, and the like.
- heterocycloalkyl means a monovalent substituent derived from a non-aromatic hydrocarbon having 3 to 40 carbon atoms, and one or more carbons in the ring, preferably 1 to 3 carbons, are N, O, S or Se is substituted with a heteroatom such as Examples of such heterocycloalkyl include, but are not limited to, morpholine, piperazine, and the like.
- alkylsilyl refers to silyl substituted with alkyl having 1 to 40 carbon atoms
- arylsilyl refers to silyl substituted with aryl having 6 to 60 carbon atoms.
- condensed ring means a condensed aliphatic ring, a condensed aromatic ring, a condensed heteroaliphatic ring, a condensed heteroaromatic ring, or a combination thereof.
- to form a ring by bonding with adjacent groups means a substituted or unsubstituted aliphatic hydrocarbon ring by bonding with adjacent groups; A substituted or unsubstituted aromatic hydrocarbon ring; A substituted or unsubstituted aliphatic heterocycle; A substituted or unsubstituted aromatic heterocycle; or to form a condensed ring thereof.
- substitution means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the position to be substituted is not limited as long as the hydrogen atom is substituted, that is, a position where the substituent can be substituted, and when two or more are substituted , Two or more substituents may be the same as or different from each other.
- the substituent is hydrogen, a cyano group, a nitro group, a halogen group, a hydroxy group, a carboxy group, an alkoxy group having 1 to 10 carbon atoms, an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 24 carbon atoms, A heteroalkyl group having 2 to 30 carbon atoms, an aralkyl group having 6 to 30 carbon atoms, an aryl group having 5 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, a heteroarylalkyl group having 3 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, It may be substituted with one or more substituents selected from the group consisting of an alkylamino group having 1 to 30 carbon atoms, an arylamino group having 6 to 30 carbon atoms, an aralkylamino group having 6 to 30 carbon
- the composition for decomposing and removing the contaminant is sprayed to decompose the contaminant by irradiation of visible light without separately washing the contaminated area, thereby exhibiting a cleaning effect.
- 1 is an experimental result of a pollutant decomposition degree of a composition for decomposing and removing pollutants according to an embodiment of the present invention.
- 3 is an experimental result of the pollutant decomposition degree of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
- 5 is an experimental result of the pollutant decomposition degree of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
- the present invention is a solvent; and a titanium dioxide photocatalyst, wherein the titanium dioxide photocatalyst includes titanium dioxide (TiO 2 ); And a composition for decomposing and removing spray-type contaminants comprising a porphyrin compound represented by Formula 1 below.
- X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,
- X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );
- L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or
- R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a
- L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24
- the photocatalytic oxidation reaction is that when a photocatalyst is irradiated with light energy higher than the band gap energy, electrons and holes are generated, and organic matter adsorbed on the surface of the photocatalyst is released by the strong oxidizing power of hydroxyl radicals (OH) generated by the holes. decomposition reaction. That is, the photocatalyst exhibits catalytic activity by absorbing light energy, and the strong oxidizing power generated at this time oxidizes and decomposes environmental pollutants.
- OH hydroxyl radicals
- the liquid phase has excellent durability by removing dust and the like from water, but due to the hydrophilic nature of the photocatalyst, it easily reacts with water rather than the time it takes to contact harmful substances and has a very low removal rate.
- Porphyrin-based compounds have strong absorption at 400-450 nm in the 'soret band' and weak absorption at 550-600 nm in the 'Q-band'.
- the present invention introduces a porphyrin-based compound having a functional group reactive to TiO 2 in order to improve the visible light absorption coefficient of a TiO 2 -based photocatalyst, and thus a discretization capable of sensitive to energy in the visible ray region with a significantly lowered bandgap energy. It relates to a titanium photocatalyst.
- Existing titanium dioxide photocatalysts can efficiently solve the problem of decomposition of harmful substances by reacting only in the ultraviolet region.
- the titanium dioxide photocatalyst of the present invention efficiently absorbs visible light (400-800 nm band light) and has a low bandgap energy. In addition, it exhibits excellent thermal stability and chemical stability, suppresses loss due to recombination, etc., and enables very effective energy transfer.
- photocatalysts are produced as finished products such as paint, wallpaper, clothing materials, photocatalyst filters, and the like, and are used for adsorption and removal of contaminants.
- the photocatalyst has an excellent decomposition effect of contaminants, but is applied to a specific product and is not portable.
- the present invention is a composition for decomposing and removing spray-type contaminants, comprising: a solvent; and a titanium dioxide photocatalyst, wherein the titanium dioxide photocatalyst includes titanium dioxide (TiO 2 ); and a porphyrin compound represented by Formula 1 below:
- X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,
- X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );
- L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or
- R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a
- L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24
- the spray-type composition for decomposing and removing pollutants of the present invention includes a solvent and a titanium dioxide photocatalyst, and since the titanium dioxide photocatalyst is uniformly included in the solvent, even when the composition is sprayed, it can exhibit an excellent pollutant decomposition effect. there is.
- the solvent may be alcohol and water having 1 to 10 carbon atoms, preferably ethanol or water, and more preferably water.
- the compound represented by Formula 1 may be a compound represented by Formula 2 below:
- R 1 to R 8 and L 1 to L 4 are as defined in Formula 1 above;
- R 9 'to R 12 ' are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, -SO 3 H, -SO 3 - and -COO - .
- the porphyrin compound represented by Formula 2 includes a substituent selected from the group consisting of hydrogen, -SO 3 H, -SO 3 -, and -COO- , and preferably includes two or more -SO 3 - or -COO- . It is characterized by including.
- the solvent of the composition for decomposing and removing contaminants for spraying is water
- the porphyrin compound may be included in the form of a salt containing -SO 3 - or -COO- as a substituent.
- porphyrin compound when included in the form of a salt, it is easily dissolved in water as a solvent.
- the photocatalyst can move directly to the contaminants absorbed in the fabric because it is easily absorbed into fabrics such as fibers, thereby increasing the effect of decomposing contaminants by the photocatalyst.
- composition for decomposing and removing contaminants for spraying is sprayed onto a contaminated area and, when visible light is irradiated, decomposes contaminants due to photocatalytic activity, thereby exhibiting an effect of removing contaminants.
- a product such as clothing has a form in which a number of fibers are intricately entangled. Therefore, if the contaminants are on the outside of the clothes, they can be easily removed by absorbing or wiping the contaminants using tissue paper or the like.
- the composition for removing and decomposing contaminants of the present invention uses water as a solvent, so it can be easily absorbed and moved to fibers, and due to this feature, the photocatalyst can reach even the contaminants deep inside.
- the photocatalyst moved to the inside as described above is photoactivated by visible light irradiation and can directly decompose contaminants, thereby exhibiting excellent contaminant removal effects.
- L 1 to L 4 may be a single bond or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.
- the porphyrin compound may be selected from the group consisting of:
- the composition includes the porphyrin compound represented by Formula 1 and titanium dioxide in a molar ratio of 1:1 to 1:15, preferably 1:1 to 1:10. Due to the excellent decomposition effect on contaminants when mixed and used within the above range, the contaminant decomposition effect may be exhibited.
- the portable laundry detergent according to another embodiment of the present invention may include the composition for decomposing and removing contaminants for spraying.
- a general washing method is a method of removing contaminants by putting laundry such as clothes and laundry detergent together in water and applying physical force.
- the composition for decomposing and removing contaminants of the present invention is sprayed only on the contaminated area in a spray spraying method, and the contaminants are decomposed by visible light irradiation, so that the contaminant removal effect can be exhibited. That is, when the composition of the present invention is sprayed on a contaminated area without separate washing, the action of the photocatalyst is displayed by indoor lighting or external light, so that a cleaning effect can be exhibited.
- a composition for assisting laundry according to another embodiment of the present invention may include a composition for decomposing and removing the contaminants.
- the composition for washing aid of the present invention is absorbed into fibers and can move to the inside, whereby the photocatalyst of the present invention can contact the contaminants absorbed inside, and the contaminants are decomposed by visible light irradiation. is possible
- a cleaning composition for spraying was prepared by mixing a porphyrin compound (SH, N-BH), TiO 2 and a solvent (ethanol or water).
- the cleaning composition was sprayed onto cellulosic fabrics and air dried.
- the photocatalyst was coated on the cellulose fabric, and then the contaminant decomposition effect for the case where the fabric was contaminated was confirmed.
- Droplets of methylene blue and rhodamine B were sprayed onto a clean fabric, and a photocatalyst with or without a binder was sprayed onto the fabric.
- Red wine, soy sauce, coffee, red pepper paste, and kimchi broth were used as living contaminants to form stains on cellulose fabric, and the cleaning composition was sprayed in the same manner as in Experimental Example 1.
- the concentration range of the porphyrin compound can be varied by the light source, the cleaning composition is sprayed on the contaminated area of the fabric, and the contamination source is removed from a certain portion by light irradiation. Contaminants have not been completely removed. However, it was confirmed that the contamination source was removed even by simply washing with water and drying, and it was confirmed that it could be used as a laundry aid composition.
- Porphyrin compounds SH, N-BH
- the cleaning composition containing N-BH exhibits an excellent cleaning effect.
- the contamination source is not completely decomposed or stains remain even after washing.
- Porphyrin compounds SH, N-BH
- the present invention relates to a spray-type composition for decomposing and removing contaminants, and more particularly, to a spray-type composition capable of decomposing contaminants by spraying the composition for decomposing and removing contaminants when clothes or the like are contaminated.
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Abstract
The present invention pertains to a spray-type composition for decomposing and removing contaminants, the composition exhibiting a cleaning effect without separate washing when sprayed onto a contaminated area of a clothing product such as a garment in case of contamination, by decomposing contaminants with visible light irradiation. In addition, since absorption into fabric products is made easy, contaminants that are not easily removed can be decomposed by photocatalysis, thereby increasing the effect of contaminant removal.
Description
본 발명은 스프레이형 오염물 분해 및 제거용 조성물에 관한 것으로, 보다 구체적으로 의류 등이 오염 시, 상기 오염물 분해 및 제거용 조성물을 스프레이 분사하여 오염물을 분해할 수 있는 스프레이형 조성물에 관한 것이다.The present invention relates to a spray-type composition for decomposing and removing contaminants, and more particularly, to a spray-type composition capable of decomposing contaminants by spraying the composition for decomposing and removing contaminants when clothes or the like are contaminated.
일반적으로 세제는 일상생활에서 몸을 씻거나 그 밖의 섬유제품, 식기, 식품, 금속 등 여러 가지 물건들의 기름 때, 먼지, 그을음 등을 깨끗이 씻어내기 위한 목적으로 쓰이며, 세척 대상에 따라 각각의 성분이 달라지므로 그 종류도 다양하다. In general, detergents are used for washing the body in daily life or for the purpose of cleaning oil stains, dust, and soot from various objects such as textiles, tableware, food, and metal. It's different, so it's different.
하지만, 근래에 세제는 의류와 다른 소재 등을 세정하는 용도로 사용되는 물질을 지칭하는 것이 일반적이 되었다. 이렇게 의류 등을 세정하는 용도로 사용되는 세제에 있어서, 초기의 세제는 동물의 지방으로부터 유래되었으며, 최근에는 세정 능력을 향상시키기 위하여 세제 속에 다양한 계면활성제들을 도입하게 되었다. 또한 세제 에는 세정 능력을 향상시키기 위한 계면활성제 이외에도 항균력을 향상시키기 위한 각종 항균제도 포함되게 된다. However, in recent years, detergent has become common to refer to substances used for cleaning clothes and other materials. In the detergents used for cleaning clothes, etc., the initial detergents were derived from animal fat, and recently, various surfactants have been introduced into the detergents to improve the cleaning ability. In addition, detergents include various antibacterial agents for improving antibacterial activity in addition to surfactants for improving cleaning ability.
현재 의류용으로서 세제의 주류를 이루고 있는 세제 형태는 분말상이나 액체상이다. 이러한 분말상과 액체상의 세제는 사용할 때마다 계량해야 하기 떄문에 불편하고, 계량 시 정량적인 사용이 어려우며, 쏟을 우려가 있어 비효율적이다. 또한 분말상이나 액체상의 세제는 세탁기 등을 통한 별도의 세탁 과정을 거쳐야 한다. Currently, the detergent form that constitutes the mainstream of detergent for clothing is in the form of powder or liquid. These powdery and liquid detergents are inconvenient because they must be measured each time they are used, and it is difficult to use quantitatively when measuring, and there is a risk of spillage, which is inefficient. In addition, detergents in powder form or liquid form must undergo a separate washing process through a washing machine or the like.
이에, 외출 중에 각종 이물질, 기름, 음식물 등에 의해 세탁이 필요한 상황이 발생한 경우, 응급 조치의 용도로는 사용이 불가능하다. Therefore, when a situation requiring washing occurs due to various foreign substances, oil, food, etc. while going out, it is impossible to use it for emergency measures.
즉, 외출 중에 입고 있는 옷이 이물질, 음식물 등에 의해 오염되는 경우, 세탁 세제를 이용하여 별도로 세탁하지 않는 한, 상기와 같은 오염의 제거가 불가능하다. That is, when the clothes worn while going out are contaminated by foreign substances, food, etc., it is impossible to remove the contamination as described above unless separately washed using laundry detergent.
일반적으로 의류 등과 같이 세탁이 필요한 섬유 제품의 세탁은 사람이 직접 세탁을 하거나, 세탁기를 이용하여 세탁하는 것이다. 즉, 사용 상태가 종료된 후, 세탁 세제를 이용하여 상기 섬유 제품을 전부 세탁하는 형태를 이용해야 된다. In general, washing of textile products that require washing, such as clothes, is performed by a person himself or by using a washing machine. That is, it is necessary to use a form in which all of the textile products are washed using a laundry detergent after the use state is finished.
이러한 세탁 방식은 사용자가 옷과 같은 섬유 제품을 착용한 상태에서는 적용이 불가능 하며, 탈의한 상태에서만 가능하다. This washing method cannot be applied while the user is wearing textile products such as clothes, and is possible only when the user is undressed.
이러한 이유로, 현재 시중에 판매 중인 세제는 사용자가 옷과 같은 섬유 제품을 착용한 상태에서는 간단한 세탁의 용도로 활용이 불가능하다. For this reason, detergents currently on the market cannot be used for simple washing while the user is wearing textile products such as clothes.
앞서 설명한 분말상이나 액체상의 세제를 이용하기 위해선, 물과 같은 용액 내에 상기 섬유 제품과 세제를 함께 넣고 물리적인 힘을 가해야 세정 효과를 나타낼 수 있다. In order to use the powder or liquid detergent described above, the textile product and the detergent must be put together in a solution such as water and physical force must be applied to exhibit a cleaning effect.
이러한 세탁 방식은 오염 부위가 광범위하지 않거나, 긴급하게 일부 오염 부위만을 세탁하고자 하는 경우는 사용이 불가능하다. This washing method cannot be used when the contaminated area is not extensive or when it is urgent to wash only a part of the contaminated area.
이에, 사용자가 옷 등을 착용한 상태에서 부분적인 오염을 제거할 수 있는 형태의 조성물의 개발이 필요하다. Therefore, it is necessary to develop a composition capable of partially removing stains while the user is wearing clothes.
[선행기술문헌][Prior art literature]
[특허문헌][Patent Literature]
(특허문헌 1) KR 10-2015-0116993 A1(Patent Document 1) KR 10-2015-0116993 A1
본 발명의 목적은 스프레이형 오염물 분해 및 제거용 조성물을 제공하는 것이다. An object of the present invention is to provide a composition for decomposing and removing spray-type pollutants.
본 발명의 다른 목적은 옷과 같은 의류 제품이 오염되는 경우, 오염 부위를 별도로 세탁하지 않고, 상기 조성물을 스프레이 분사하여, 가시광 조사에 의해 오염원이 분해되어 세탁 효과를 나타낼 수 있는 스프레이형 오염물 분해 및 제거용 조성물을 제공하는 것이다. Another object of the present invention is to decompose spray-type contaminants that can show a washing effect by decomposing the contaminant by irradiating visible light by spraying the composition without washing the contaminated area separately when clothing products such as clothes are contaminated, and It is to provide a composition for removal.
본 발명의 다른 목적은 섬유 제품 내 흡수를 용이하게 하여, 쉽게 제거되지 않는 오염원을 광촉매에 의해 분해시켜, 오염물의 제거 효과를 높일 수 있는 스프레이형 오염물 분해 및 제거용 조성물을 제공하는 것이다.Another object of the present invention is to provide a spray-type contaminant decomposition and removal composition capable of enhancing the removal effect of contaminants by facilitating absorption in textile products and decomposing contaminants that are not easily removed by a photocatalyst.
상기 목적을 달성하기 위하여, 본 발명은 스프레이형 오염물 분해 및 제거용 조성물로 용매; 및 이산화티탄 광촉매를 포함하며, 상기 이산화티탄 광촉매는, 이산화티탄(TiO2); 및 하기 화학식 1로 표시되는 포피린 화합물을 포함할 수 있다:In order to achieve the above object, the present invention provides a composition for decomposing and removing spray-type contaminants including a solvent; and a titanium dioxide photocatalyst, wherein the titanium dioxide photocatalyst includes titanium dioxide (TiO 2 ); and a porphyrin compound represented by Formula 1 below:
[화학식 1][Formula 1]
여기서,here,
X1 및 X3는 서로 동일하거나 상이하며 각각 독립적으로 N(R13), C(R14)(R15), O 및 S로 이루어진 군으로부터 선택되며,X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,
X2 및 X4는 서로 동일하거나 상이하며, 각각 독립적으로 N 또는 C(R16)이며,X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );
L1 내지 L4는 서로 동일하거나 상이하며, 각각 독립적으로 단일결합, 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기, 치환 또는 비치환된 탄소수 2 내지 30의 헤테로아릴렌기, 치환 또는 비치환된 탄소수 1 내지 20의 알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬렌기, 치환 또는 비치환된 탄소수 2 내지 20의 알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알케닐렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알킬렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알케닐렌기 및 탄소수 2 내지 20의 알키닐렌기로 이루어진 군에서 선택되며,L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or unsubstituted It is selected from the group consisting of a heterocycloalkenylene group having 3 to 20 carbon atoms and an alkynylene group having 2 to 20 carbon atoms,
R1 내지 R16은 서로 동일하거나 상이하며, 각각 독립적으로, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 치환 또는 비치환된 탄소수 1 내지 4의 알킬티오기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬기, 치환 또는 비치환된 탄소수 2 내지 30의 알케닐기, 치환 또는 비치환된 탄소수 2 내지 24의 알키닐기, 치환 또는 비치환된 탄소수 7 내지 30의 아르알킬기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴기, 치환 또는 비치환된 탄소수 2 내지 60의 헤테로아릴기, 치환 또는 비치환된 탄소수 6 내지 30의 헤테로아릴알킬기, 치환 또는 비치환된 탄소수 1 내지 30의 알콕시기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아르알킬아미노기, 치환 또는 비치환된 탄소수 2 내지 24의 헤테로 아릴아미노기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬실릴기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴실릴기 및 치환 또는 비치환된 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되며, 인접하는 기와 서로 결합하거나, 결합하여 치환 또는 비치환된 고리를 형성할 수 있으며,R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a substituted or unsubstituted hetero group having 6 to 30 carbon atoms Arylalkyl group, substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, substituted or unsubstituted arylamino group having 6 to 30 carbon atoms, substituted or unsubstituted 6 to 30 carbon atoms 30 aralkylamino group, a substituted or unsubstituted heteroarylamino group having 2 to 24 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 30 carbon atoms and a substituted or It is selected from the group consisting of an unsubstituted aryloxy group having 6 to 30 carbon atoms, and may be bonded to an adjacent group or bonded to each other to form a substituted or unsubstituted ring,
상기 L1 내지 L4 및 R1 내지 R16이 치환되는 경우, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 카복실기, 탄소수 1 내지 10의 알콕시기, 탄소수 1 내지 4의 알킬티오기, 탄소수 1 내지 30의 알킬기, 탄소수 1 내지 20의 시클로알킬기, 탄소수 2 내지 30의 알케닐기, 탄소수 2 내지 24의 알키닐기, 탄소수 7 내지 30의 아르알킬기, 탄소수 6 내지 30의 아릴기, 탄소수 2 내지 60의 헤테로아릴기, 탄소수 6 내지 30의 헤테로아릴알킬기, 탄소수 1 내지 30의 알콕시기, 탄소수 1 내지 30의 알킬아미노기, 탄소수 6 내지 30의 아릴아미노기, 탄소수 6 내지 30의 아르알킬아미노기, 탄소수 2 내지 24의 헤테로 아릴아미노기, 탄소수 1 내지 30의 알킬실릴기, 탄소수 6 내지 30의 아릴실릴기 및 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되는 치환기로 치환되며, 복수 개의 치환기로 치환되는 경우 이들은 서로 동일하거나 상이하다.When L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms, and an aryloxy group having 6 to 30 carbon atoms, and a plurality of When substituted with a substituent, they are the same as or different from each other.
상기 용매는 탄소수 1 내지 10의 알코올 및 물일 수 있다. The solvent may be alcohol and water having 1 to 10 carbon atoms.
상기 화학식 1로 표시되는 화합물은 하기 화학식 2로 표시되는 화합물일 수 있다:The compound represented by Formula 1 may be a compound represented by Formula 2 below:
[화학식 2][Formula 2]
여기서, here,
R1 내지 R8 및 L1 내지 L4는 상기 화학식 1에서 정의한 바와 같고, R 1 to R 8 and L 1 to L 4 are as defined in Formula 1 above;
R9' 내지 R12'은 서로 동일하거나 상이하며, 각각 독립적으로 수소, -SO3H, -SO3
- 및 -COO-로 이루어진 군으로부터 선택된다.R 9 'to R 12 ' are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, -SO 3 H, -SO 3 - and -COO - .
상기 L1 내지 L4는 단일결합 또는 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기일 수 있다. The L 1 to L 4 may be a single bond or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.
상기 오염물 분해 및 제거용 조성물은 가시광선 하에서 광촉매 활성을 나타낼 수 있다. The composition for decomposing and removing contaminants may exhibit photocatalytic activity under visible light.
*상기 오염물 분해 및 제거용 조성물은 상기 화학식 1로 표시되는 포피린 화합물 및 이산화티탄을 1:1 내지 1:15의 몰 비율로 포함할 수 있다. * The composition for decomposing and removing contaminants may include the porphyrin compound represented by Chemical Formula 1 and titanium dioxide in a molar ratio of 1:1 to 1:15.
상기 오염물 분해 및 제거용 조성물은 오염 부위에 흡수되어 오염원과 이산화티탄 광촉매가 접촉하며, 가시광 조사에 의해 오염원을 분해할 수 있다. The composition for decomposing and removing contaminants is absorbed into the contaminated area, the contaminant and the titanium dioxide photocatalyst come into contact, and the contaminant can be decomposed by irradiation with visible light.
본 발명의 다른 일 실시예에 따른 휴대용 세탁제는 상기 스프레이형 오염물 분해 및 제거용 조성물을 포함할 수 있다. A portable laundry detergent according to another embodiment of the present invention may include the spray-type contaminant decomposition and removal composition.
본 발명의 다른 일 실시예에 따른 세탁 보조용 조성물은 상기 스프레이형 오염물 분해 및 제거용 조성물을 포함할 수 있다. A composition for assisting laundry according to another embodiment of the present invention may include the composition for decomposing and removing spray-type contaminants.
본 발명에서 “수소”는 수소, 경수소, 중수소 또는 삼중수소이다.In the present invention, "hydrogen" is hydrogen, light hydrogen, deuterium or tritium.
본 명세서에서 “할로겐기”는 불소, 염소, 브롬 또는 요오드이다.In this specification, "halogen group" is fluorine, chlorine, bromine or iodine.
본 발명에서 “알킬”은 탄소수 1 내지 40개의 직쇄 또는 측쇄의 포화 탄화수소에서 유래되는 1가의 치환기를 의미한다. 이의 예로는 메틸, 에틸, 프로필, 이소부틸, sec-부틸, 펜틸, iso-아밀, 헥실 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, “alkyl” means a monovalent substituent derived from a straight or branched chain saturated hydrocarbon having 1 to 40 carbon atoms. Examples thereof include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, pentyl, iso-amyl, hexyl, and the like.
본 발명에서 “알케닐(alkenyl)”은 탄소-탄소 이중 결합을 1개 이상 가진 탄소수 2 내지 40개의 직쇄 또는 측쇄의 불포화 탄화수소에서 유래되는 1가의 치환기를 의미한다. 이의 예로는 비닐(vinyl), 알릴(allyl), 이소프로펜일(isopropenyl), 2-부텐일(2-butenyl) 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, “alkenyl” refers to a monovalent substituent derived from a straight-chain or branched unsaturated hydrocarbon having 2 to 40 carbon atoms and having at least one carbon-carbon double bond. Examples thereof include, but are not limited to, vinyl, allyl, isopropenyl, and 2-butenyl.
본 발명에서 “알키닐(alkynyl)”은 탄소-탄소 삼중 결합을 1개 이상 가진 탄소수 2 내지 40개의 직쇄 또는 측쇄의 불포화 탄화수소에서 유래되는 1가의 치환기를 의미한다. 이의 예로는 에티닐(ethynyl), 2-프로파닐(2-propynyl) 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, “alkynyl” refers to a monovalent substituent derived from a straight-chain or branched chain unsaturated hydrocarbon having 2 to 40 carbon atoms and having at least one carbon-carbon triple bond. Examples thereof include, but are not limited to, ethynyl and 2-propynyl.
본 발명에서 "알킬티오"는 황 연결(-S-)을 통해 결합된 상기 기재된 알킬기를 의미한다.In the present invention, "alkylthio" means the above-described alkyl group bonded through a sulfur linkage (-S-).
본 발명에서 “아릴”은 단독 고리 또는 2이상의 고리가 조합된 탄소수 6 내지 60개의 방향족 탄화수소로부터 유래된 1가의 치환기를 의미한다. 또한, 2 이상의 고리가 서로 단순 부착(pendant)되거나 축합된 형태도 포함될 수 있다. 이러한 아릴의 예로는 페닐, 나프틸, 페난트릴, 안트릴, 플루오닐, 다이메틸플루오레닐 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, "aryl" means a monovalent substituent derived from an aromatic hydrocarbon having 6 to 60 carbon atoms in a single ring or a combination of two or more rings. In addition, a form in which two or more rings are simply attached to each other (pendant) or condensed may be included. Examples of such aryl include, but are not limited to, phenyl, naphthyl, phenanthryl, anthryl, fluoryl, dimethylfluorenyl, and the like.
본 발명에서 “헤테로아릴”은 탄소수 6 내지 30개의 모노헤테로사이클릭 또는 폴리헤테로사이클릭 방향족 탄화수소로부터 유래된 1가의 치환기를 의미한다. 이때, 고리 중 하나 이상의 탄소, 바람직하게는 1 내지 3개의 탄소가 N, O, S 또는 Se와 같은 헤테로원자로 치환된다. 또한, 2 이상의 고리가 서로 단순 부착(pendant)되거나 축합된 형태도 포함될 수 있고, 나아가 아릴기와의 축합된 형태도 포함될 수 있다. 이러한 헤테로아릴의 예로는 피리딜, 피라지닐, 피리미디닐, 피리다지닐, 트리아지닐과 같은 6-원 모노사이클릭 고리, 페녹사티에닐(phenoxathienyl), 인돌리지닐(indolizinyl), 인돌릴(indolyl), 퓨리닐(purinyl), 퀴놀릴(quinolyl), 벤조티아졸(benzothiazole), 카바졸릴(carbazolyl)과 같은 폴리사이클릭 고리 및 2-퓨라닐, N-이미다졸릴, 2-이속사졸릴, 2-피리디닐, 2-피리미디닐 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, “heteroaryl” means a monovalent substituent derived from a monoheterocyclic or polyheterocyclic aromatic hydrocarbon having 6 to 30 carbon atoms. At this time, at least one carbon, preferably 1 to 3 carbons in the ring is substituted with a heteroatom such as N, O, S or Se. In addition, a form in which two or more rings are simply attached to each other or condensed may be included, and furthermore, a form condensed with an aryl group may be included. Examples of such heteroaryl include 6-membered monocyclic rings such as pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, phenoxathienyl, indolizinyl, indolyl ( polycyclic rings such as indolyl, purinyl, quinolyl, benzothiazole, carbazolyl and 2-furanyl, N-imidazolyl, 2-isoxazolyl , 2-pyridinyl, 2-pyrimidinyl and the like, but are not limited thereto.
본 발명에서 “아릴옥시”는 RO-로 표시되는 1가의 치환기로, 상기 R은 탄소수 6 내지 60개의 아릴을 의미한다. 이러한 아릴옥시의 예로는 페닐옥시, 나프틸옥시, 디페닐옥시 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, "aryloxy" is a monovalent substituent represented by RO-, wherein R means an aryl having 6 to 60 carbon atoms. Examples of such aryloxy include, but are not limited to, phenyloxy, naphthyloxy, diphenyloxy, and the like.
본 발명에서 “알킬옥시”는 R’O-로 표시되는 1가의 치환기로, 상기 R’는 탄소수 1 내지 40개의 알킬을 의미하며, 직쇄(linear), 측쇄(branched) 또는 사이클릭(cyclic) 구조를 포함할 수 있다. 알킬옥시의 예로는 메톡시, 에톡시, n-프로폭시, 1-프로폭시, t-부톡시, n-부톡시, 펜톡시 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, "alkyloxy" is a monovalent substituent represented by R'O-, wherein R' means alkyl having 1 to 40 carbon atoms, and has a linear, branched or cyclic structure. can include Examples of alkyloxy include, but are not limited to, methoxy, ethoxy, n-propoxy, 1-propoxy, t-butoxy, n-butoxy, pentoxy, and the like.
본 발명에서 “알콕시”는 직쇄, 분지쇄 또는 고리쇄일 수 있다. 알콕시의 탄소수는 특별히 한정되지 않으나, 탄소수 1 내지 20인 것이 바람직하다. 구체적으로, 메톡시, 에톡시, n-프로폭시, 이소프로폭시, i-프로필옥시, n-부톡시, 이소부톡시, tert-부톡시, sec-부톡시, n-펜틸옥시, 네오펜틸옥시, 이소펜틸옥시, n-헥실옥시, 3,3-디메틸부틸옥시, 2-에틸부틸옥시, n-옥틸옥시, n-노닐옥시, n-데실옥시, 벤질옥시, p-메틸벤질옥시 등이 될 수 있으나, 이에 한정되는 것은 아니다.In the present invention, “alkoxy” may be straight chain, branched chain or cyclic chain. The number of carbon atoms in alkoxy is not particularly limited, but is preferably 1 to 20 carbon atoms. Specifically, methoxy, ethoxy, n-propoxy, isopropoxy, i-propyloxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, Isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy, etc. It may be, but is not limited thereto.
본 발명에서 "아르알킬"은, 아릴 및 알킬이 상기한 바와 같은 아릴-알킬 그룹을 의미한다. 바람직한 아르알킬은 저급 알킬 그룹을 포함한다. 적합한 아르알킬 그룹의 비제한적인 예는 벤질, 2-펜에틸 및 나프탈레닐메틸을 포함한다. 모 잔기에 대한 결합은 알킬을 통해 이루어진다.As used herein, "aralkyl" refers to an aryl-alkyl group where aryl and alkyl are defined above. Preferred aralkyls include lower alkyl groups. Non-limiting examples of suitable aralkyl groups include benzyl, 2-phenethyl and naphthalenylmethyl. Attachment to the parent moiety is via an alkyl.
본 발명에서 “아릴아미노기”는 탄소수 6 내지 30의 아릴기로 치환된 아민을 의미한다.In the present invention, "arylamino group" means an amine substituted with an aryl group having 6 to 30 carbon atoms.
본 발명에서 “알킬아미노기”는 탄소수 1 내지 30의 알킬기로 치환된 아민을 의미한다.In the present invention, "alkylamino group" means an amine substituted with an alkyl group having 1 to 30 carbon atoms.
본 발명에서 “아르알킬아미노기”는 탄소수 6 내지 30의 아릴-알킬기로 치환된 아민을 의미한다.In the present invention, “aralkylamino group” means an amine substituted with an aryl-alkyl group having 6 to 30 carbon atoms.
본 발명에서 “헤테로아릴아미노기”는 탄소수 6 내지 30의 아릴기 및 헤테로고리기로 치환된 아민기를 의미한다.In the present invention, "heteroarylamino group" means an amine group substituted with an aryl group having 6 to 30 carbon atoms and a heterocyclic group.
본 발명에서 “헤테로아르알킬기”는 헤테로고리기로 치환된 아릴-알킬 그룹을 의미한다. In the present invention, "heteroaralkyl group" means an aryl-alkyl group substituted with a heterocyclic group.
본 발명에서 “시클로알킬”은 탄소수 3 내지 40개의 모노사이클릭 또는 폴리사이클릭 비-방향족 탄화수소로부터 유래된 1가의 치환기를 의미한다. 이러한 사이클로알킬의 예로는 사이클로프로필, 사이클로부틸, 사이클로펜틸, 사이클로헥실, 노르보닐(norbornyl), 아다만틴(adamantine) 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, “cycloalkyl” means a monovalent substituent derived from a monocyclic or polycyclic non-aromatic hydrocarbon having 3 to 40 carbon atoms. Examples of such cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, norbornyl, adamantine, and the like.
본 발명에서 “헤테로시클로알킬”은 탄소수 3 내지 40개의 비-방향족 탄화수소로부터 유래된 1가의 치환기를 의미하며, 고리 중 하나 이상의 탄소, 바람직하게는 1 내지 3개의 탄소가 N, O, S 또는 Se와 같은 헤테로 원자로 치환된다. 이러한 헤테로시클로알킬의 예로는 모르폴린, 피페라진 등을 들 수 있으나, 이에 한정되지는 않는다.In the present invention, “heterocycloalkyl” means a monovalent substituent derived from a non-aromatic hydrocarbon having 3 to 40 carbon atoms, and one or more carbons in the ring, preferably 1 to 3 carbons, are N, O, S or Se is substituted with a heteroatom such as Examples of such heterocycloalkyl include, but are not limited to, morpholine, piperazine, and the like.
본 발명에서 “알킬실릴”은 탄소수 1 내지 40개의 알킬로 치환된 실릴이고, “아릴실릴”은 탄소수 6 내지 60개의 아릴로 치환된 실릴을 의미한다.In the present invention, “alkylsilyl” refers to silyl substituted with alkyl having 1 to 40 carbon atoms, and “arylsilyl” refers to silyl substituted with aryl having 6 to 60 carbon atoms.
본 발명에서 “축합고리”는 축합 지방족 고리, 축합 방향족 고리, 축합 헤테로지방족 고리, 축합 헤테로방향족 고리 또는 이들의 조합된 형태를 의미한다.In the present invention, "condensed ring" means a condensed aliphatic ring, a condensed aromatic ring, a condensed heteroaliphatic ring, a condensed heteroaromatic ring, or a combination thereof.
본 발명에서 "인접하는 기와 서로 결합하여 고리를 형성한다"는 것은 인접하는 기와 서로 결합하여 치환 또는 비치환된 지방족 탄화수소고리; 치환 또는 비치환된 방향족 탄화수소고리; 치환 또는 비치환된 지방족 헤테로고리; 치환 또는 비치환된 방향족 헤테로고리; 또는 이들의 축합고리를 형성하는 것을 의미한다.In the present invention, "to form a ring by bonding with adjacent groups" means a substituted or unsubstituted aliphatic hydrocarbon ring by bonding with adjacent groups; A substituted or unsubstituted aromatic hydrocarbon ring; A substituted or unsubstituted aliphatic heterocycle; A substituted or unsubstituted aromatic heterocycle; or to form a condensed ring thereof.
본 명세서에서 "치환"은 화합물의 탄소 원자에 결합된 수소 원자가 다른 치환기로 바뀌는 것을 의미하며, 치환되는 위치는 수소 원자가 치환되는 위치 즉, 치환기가 치환 가능한 위치라면 한정하지 않으며, 2 이상 치환되는 경우, 2 이상의 치환기는 서로 동일하거나 상이할 수 있다. 상기 치환기는 수소, 시아노기, 니트로기, 할로겐기, 히드록시기, 카복시기, 탄소수 1 내지 10의 알콕시기, 탄소수 1 내지 30의 알킬기, 탄소수 2 내지 30의 알케닐기, 탄소수 2 내지 24의 알키닐기, 탄소수 2 내지 30의 헤테로알킬기, 탄소수 6 내지 30의 아르알킬기, 탄소수 5 내지 30의 아릴기, 탄소수 2 내지 30의 헤테로아릴기, 탄소수 3 내지 30의 헤테로아릴알킬기, 탄소수 1 내지 30의 알콕시기, 탄소수 1 내지 30의 알킬아미노기, 탄소수 6 내지 30의 아릴아미노기, 탄소수 6 내지 30의 아르알킬아미노기 및 탄소수 2 내지 24의 헤테로 아릴아미노기로 이루어진 군으로부터 선택되는 하나 이상의 치환기로 치환될 수 있고, 복수 개의 치환기로 치환되는 경우 이들은 서로 동일하거나 상이하며, 상기 예시에 국한되지 않는다.In this specification, "substitution" means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the position to be substituted is not limited as long as the hydrogen atom is substituted, that is, a position where the substituent can be substituted, and when two or more are substituted , Two or more substituents may be the same as or different from each other. The substituent is hydrogen, a cyano group, a nitro group, a halogen group, a hydroxy group, a carboxy group, an alkoxy group having 1 to 10 carbon atoms, an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 24 carbon atoms, A heteroalkyl group having 2 to 30 carbon atoms, an aralkyl group having 6 to 30 carbon atoms, an aryl group having 5 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, a heteroarylalkyl group having 3 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, It may be substituted with one or more substituents selected from the group consisting of an alkylamino group having 1 to 30 carbon atoms, an arylamino group having 6 to 30 carbon atoms, an aralkylamino group having 6 to 30 carbon atoms, and a hetero arylamino group having 2 to 24 carbon atoms, and a plurality of When substituted with a substituent, they are the same as or different from each other, and are not limited to the above examples.
본 발명은 옷과 같은 의류 제품이 오염되는 경우, 오염 부위를 별도로 세탁하지 않고, 상기 오염물 분해 및 제거용 조성물을 스프레이 분사하여, 가시광 조사에 의해 오염원이 분해되어 세정 효과를 나타낼 수 있다. According to the present invention, when a clothing product such as clothes is contaminated, the composition for decomposing and removing the contaminant is sprayed to decompose the contaminant by irradiation of visible light without separately washing the contaminated area, thereby exhibiting a cleaning effect.
또한, 섬유 제품 내 흡수를 용이하게 하여, 쉽게 제거되지 않는 오염원을 광촉매에 의해 분해시켜, 오염물의 제거 효과를 높일 수 있다.In addition, by facilitating absorption in the textile product, it is possible to decompose contaminants that are not easily removed by a photocatalyst, thereby increasing the effect of removing contaminants.
도 1은 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 1 is an experimental result of a pollutant decomposition degree of a composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 2는 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 2 is an experimental result of the degree of pollutant decomposition of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 3은 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 3 is an experimental result of the pollutant decomposition degree of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 4는 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 4 is an experimental result of the pollutant decomposition degree of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 5는 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 5 is an experimental result of the pollutant decomposition degree of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 6은 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 6 is an experimental result of the degree of pollutant decomposition of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 7은 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 7 is an experimental result of the degree of pollutant decomposition of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 8은 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다. 8 is an experimental result of the degree of pollutant decomposition of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
도 9는 본 발명의 일 실시예에 따른 오염물 분해 및 제거용 조성물의 오염원 분해 정도에 대한 실험 결과이다.9 is an experimental result of the pollutant decomposition degree of the composition for decomposing and removing pollutants according to an embodiment of the present invention.
본 발명은 용매; 및 이산화티탄 광촉매를 포함하며, 상기 이산화티탄 광촉매는, 이산화티탄(TiO2); 및 하기 화학식 1로 표시되는 포피린 화합물을 포함하는 스프레이형 오염물 분해 및 제거용 조성물에 관한 것이다.The present invention is a solvent; and a titanium dioxide photocatalyst, wherein the titanium dioxide photocatalyst includes titanium dioxide (TiO 2 ); And a composition for decomposing and removing spray-type contaminants comprising a porphyrin compound represented by Formula 1 below.
[화학식 1][Formula 1]
여기서,here,
X1 및 X3는 서로 동일하거나 상이하며 각각 독립적으로 N(R13), C(R14)(R15), O 및 S로 이루어진 군으로부터 선택되며,X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,
X2 및 X4는 서로 동일하거나 상이하며, 각각 독립적으로 N 또는 C(R16)이며,X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );
L1 내지 L4는 서로 동일하거나 상이하며, 각각 독립적으로 단일결합, 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기, 치환 또는 비치환된 탄소수 2 내지 30의 헤테로아릴렌기, 치환 또는 비치환된 탄소수 1 내지 20의 알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬렌기, 치환 또는 비치환된 탄소수 2 내지 20의 알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알케닐렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알킬렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알케닐렌기 및 탄소수 2 내지 20의 알키닐렌기로 이루어진 군에서 선택되며,L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or unsubstituted It is selected from the group consisting of a heterocycloalkenylene group having 3 to 20 carbon atoms and an alkynylene group having 2 to 20 carbon atoms,
R1 내지 R16은 서로 동일하거나 상이하며, 각각 독립적으로, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 치환 또는 비치환된 탄소수 1 내지 4의 알킬티오기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬기, 치환 또는 비치환된 탄소수 2 내지 30의 알케닐기, 치환 또는 비치환된 탄소수 2 내지 24의 알키닐기, 치환 또는 비치환된 탄소수 7 내지 30의 아르알킬기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴기, 치환 또는 비치환된 탄소수 2 내지 60의 헤테로아릴기, 치환 또는 비치환된 탄소수 6 내지 30의 헤테로아릴알킬기, 치환 또는 비치환된 탄소수 1 내지 30의 알콕시기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아르알킬아미노기, 치환 또는 비치환된 탄소수 2 내지 24의 헤테로 아릴아미노기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬실릴기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴실릴기 및 치환 또는 비치환된 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되며, 인접하는 기와 서로 결합하거나, 결합하여 치환 또는 비치환된 고리를 형성할 수 있으며,R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a substituted or unsubstituted hetero group having 6 to 30 carbon atoms Arylalkyl group, substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, substituted or unsubstituted arylamino group having 6 to 30 carbon atoms, substituted or unsubstituted 6 to 30 carbon atoms 30 aralkylamino group, a substituted or unsubstituted heteroarylamino group having 2 to 24 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 30 carbon atoms and a substituted or It is selected from the group consisting of an unsubstituted aryloxy group having 6 to 30 carbon atoms, and may be bonded to an adjacent group or bonded to each other to form a substituted or unsubstituted ring,
상기 L1 내지 L4 및 R1 내지 R16이 치환되는 경우, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 카복실기, 탄소수 1 내지 10의 알콕시기, 탄소수 1 내지 4의 알킬티오기, 탄소수 1 내지 30의 알킬기, 탄소수 1 내지 20의 시클로알킬기, 탄소수 2 내지 30의 알케닐기, 탄소수 2 내지 24의 알키닐기, 탄소수 7 내지 30의 아르알킬기, 탄소수 6 내지 30의 아릴기, 탄소수 2 내지 60의 헤테로아릴기, 탄소수 6 내지 30의 헤테로아릴알킬기, 탄소수 1 내지 30의 알콕시기, 탄소수 1 내지 30의 알킬아미노기, 탄소수 6 내지 30의 아릴아미노기, 탄소수 6 내지 30의 아르알킬아미노기, 탄소수 2 내지 24의 헤테로 아릴아미노기, 탄소수 1 내지 30의 알킬실릴기, 탄소수 6 내지 30의 아릴실릴기 및 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되는 치환기로 치환되며, 복수 개의 치환기로 치환되는 경우 이들은 서로 동일하거나 상이하다.When L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms, and an aryloxy group having 6 to 30 carbon atoms, and a plurality of When substituted with a substituent, they are the same as or different from each other.
이하, 본 발명이 속하는 기술 분야에서 통상의 지식을 가진 자가 용이하게 실시할 수 있도록 본 발명의 실시예에 대하여 상세히 설명한다. 그러나 본 발명은 여러 가지 상이한 형태로 구현될 수 있으며 여기에서 설명하는 실시예에 한정되지 않는다.Hereinafter, embodiments of the present invention will be described in detail so that those skilled in the art can easily implement the present invention. However, the present invention may be embodied in many different forms and is not limited to the embodiments described herein.
광촉매 산화반응이란 밴드갭 에너지(band gap energy) 이상의 빛 에너지를 광촉매에 조사하였을 때 전자와 정공이 발생하고, 정공에 의해 생성되는 수산화라디칼(·OH)의 강력한 산화력으로 광촉매 표면에 흡착된 유기물이 분해되는 반응을 의미한다. 즉, 광촉매는 빛 에너지를 흡수함으로써 촉매활성을 나타나게 되는데, 이때 발생하는 강력한 산화력으로 환경오염물질을 산화 분해하는 것이다.The photocatalytic oxidation reaction is that when a photocatalyst is irradiated with light energy higher than the band gap energy, electrons and holes are generated, and organic matter adsorbed on the surface of the photocatalyst is released by the strong oxidizing power of hydroxyl radicals (OH) generated by the holes. decomposition reaction. That is, the photocatalyst exhibits catalytic activity by absorbing light energy, and the strong oxidizing power generated at this time oxidizes and decomposes environmental pollutants.
기존의 광촉매 시스템은 기상 또는 액상의 단일계만 이용되었으며, 기상은 유해물질의 제거율이 우수하지만 미세 먼지에 의해 내구성이 감소되어 수명의 짧으며, 스케일업(scale up)을 할 경우 제거율이 급감하여 상용화에 어려움이 있다.Existing photocatalyst systems used only a single system in the gas phase or liquid phase, and the gas phase has an excellent removal rate of harmful substances, but the durability is reduced by fine dust and the lifespan is short. There are difficulties in commercialization.
액상은 먼지 등을 물에서 제거하여 내구성이 우수하지만 광촉매의 친수성 특성으로 인해 유해물질과 접촉할 시간 보다 물과 쉽게 반응하여 제거속도가 매우 낮은 단점을 가지고 있다. The liquid phase has excellent durability by removing dust and the like from water, but due to the hydrophilic nature of the photocatalyst, it easily reacts with water rather than the time it takes to contact harmful substances and has a very low removal rate.
또한 액상에 녹아있는 유해물질 및 미세먼지들의 정화처리가 되지 않는 문제점도 발생하고 있다.In addition, there is also a problem that the purification treatment of harmful substances and fine dust dissolved in the liquid phase is not performed.
포피린계 화합물은 'soret band'로 400-450 nm에서 강한 흡수 영역을 가지고 'Q-band' 550-600 nm에서 약한 흡수 영역을 가지므로 다른 물질과 달리 near IR까지의 흡수 파장을 가져, 감광제로 사용된다. Porphyrin-based compounds have strong absorption at 400-450 nm in the 'soret band' and weak absorption at 550-600 nm in the 'Q-band'. used
본 발명은 TiO2계 광촉매의 가시 광선 흡수 계수를 향상시키기 위해 TiO2에 반응성을 가지는 관능기를 갖는 포피린계 화합물을 도입하여, 현저하게 낮아진 밴드갭 에너지로 가시광선 영역의 에너지를 감응할 수 있는 이산화티탄 광촉매에 관한 것이다. 기존 이산화티탄 광촉매가 자외선 영역에서만 감응하여 유해물질의 분해가 가능한 문제를 효율적으로 해결할 수 있다. The present invention introduces a porphyrin-based compound having a functional group reactive to TiO 2 in order to improve the visible light absorption coefficient of a TiO 2 -based photocatalyst, and thus a discretization capable of sensitive to energy in the visible ray region with a significantly lowered bandgap energy. It relates to a titanium photocatalyst. Existing titanium dioxide photocatalysts can efficiently solve the problem of decomposition of harmful substances by reacting only in the ultraviolet region.
본 발명의 이산화티탄 광촉매는 가시광(400-800nm 대역광)을 효율적으로 흡수하고, 낮은 밴드갭 에너지를 갖는다. 또한, 우수한 열 안정성 및 화학적 안정성을 나타내며, 재결합 등에 의한 손실을 억제하고 매우 효과적인 에너지 전달이 이루어질 수 있게 한다.The titanium dioxide photocatalyst of the present invention efficiently absorbs visible light (400-800 nm band light) and has a low bandgap energy. In addition, it exhibits excellent thermal stability and chemical stability, suppresses loss due to recombination, etc., and enables very effective energy transfer.
또한, 종래 광촉매는 페인트, 벽지, 의복용 소재, 광촉매 필터 등과 같이 완제품으로 제작되어, 오염물질의 흡착 제거를 위한 용도로 활용되었다. In addition, conventional photocatalysts are produced as finished products such as paint, wallpaper, clothing materials, photocatalyst filters, and the like, and are used for adsorption and removal of contaminants.
즉, 광촉매는 오염 물질의 분해 효과가 우수하지만, 특정 제품에 적용되어 활용되고, 휴대가 가능하지 않았다. That is, the photocatalyst has an excellent decomposition effect of contaminants, but is applied to a specific product and is not portable.
본 발명은 스프레이형 오염물 분해 및 제거용 조성물로, 용매; 및 이산화티탄 광촉매를 포함하며, 상기 이산화티탄 광촉매는 이산화티탄(TiO2); 및 하기 화학식 1로 표시되는 포피린 화합물을 포함할 수 있다:The present invention is a composition for decomposing and removing spray-type contaminants, comprising: a solvent; and a titanium dioxide photocatalyst, wherein the titanium dioxide photocatalyst includes titanium dioxide (TiO 2 ); and a porphyrin compound represented by Formula 1 below:
[화학식 1][Formula 1]
여기서,here,
X1 및 X3는 서로 동일하거나 상이하며 각각 독립적으로 N(R13), C(R14)(R15), O 및 S로 이루어진 군으로부터 선택되며,X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,
X2 및 X4는 서로 동일하거나 상이하며, 각각 독립적으로 N 또는 C(R16)이며,X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );
L1 내지 L4는 서로 동일하거나 상이하며, 각각 독립적으로 단일결합, 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기, 치환 또는 비치환된 탄소수 2 내지 30의 헤테로아릴렌기, 치환 또는 비치환된 탄소수 1 내지 20의 알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬렌기, 치환 또는 비치환된 탄소수 2 내지 20의 알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알케닐렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알킬렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알케닐렌기 및 탄소수 2 내지 20의 알키닐렌기로 이루어진 군에서 선택되며,L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or unsubstituted It is selected from the group consisting of a heterocycloalkenylene group having 3 to 20 carbon atoms and an alkynylene group having 2 to 20 carbon atoms,
R1 내지 R16은 서로 동일하거나 상이하며, 각각 독립적으로, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 치환 또는 비치환된 탄소수 1 내지 4의 알킬티오기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬기, 치환 또는 비치환된 탄소수 2 내지 30의 알케닐기, 치환 또는 비치환된 탄소수 2 내지 24의 알키닐기, 치환 또는 비치환된 탄소수 7 내지 30의 아르알킬기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴기, 치환 또는 비치환된 탄소수 2 내지 60의 헤테로아릴기, 치환 또는 비치환된 탄소수 6 내지 30의 헤테로아릴알킬기, 치환 또는 비치환된 탄소수 1 내지 30의 알콕시기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아르알킬아미노기, 치환 또는 비치환된 탄소수 2 내지 24의 헤테로 아릴아미노기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬실릴기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴실릴기 및 치환 또는 비치환된 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되며, 인접하는 기와 서로 결합하거나, 결합하여 치환 또는 비치환된 고리를 형성할 수 있으며,R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a substituted or unsubstituted hetero group having 6 to 30 carbon atoms Arylalkyl group, substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, substituted or unsubstituted arylamino group having 6 to 30 carbon atoms, substituted or unsubstituted 6 to 30 carbon atoms 30 aralkylamino group, a substituted or unsubstituted heteroarylamino group having 2 to 24 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 30 carbon atoms and a substituted or It is selected from the group consisting of an unsubstituted aryloxy group having 6 to 30 carbon atoms, and may be bonded to an adjacent group or bonded to each other to form a substituted or unsubstituted ring,
상기 L1 내지 L4 및 R1 내지 R16이 치환되는 경우, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 카복실기, 탄소수 1 내지 10의 알콕시기, 탄소수 1 내지 4의 알킬티오기, 탄소수 1 내지 30의 알킬기, 탄소수 1 내지 20의 시클로알킬기, 탄소수 2 내지 30의 알케닐기, 탄소수 2 내지 24의 알키닐기, 탄소수 7 내지 30의 아르알킬기, 탄소수 6 내지 30의 아릴기, 탄소수 2 내지 60의 헤테로아릴기, 탄소수 6 내지 30의 헤테로아릴알킬기, 탄소수 1 내지 30의 알콕시기, 탄소수 1 내지 30의 알킬아미노기, 탄소수 6 내지 30의 아릴아미노기, 탄소수 6 내지 30의 아르알킬아미노기, 탄소수 2 내지 24의 헤테로 아릴아미노기, 탄소수 1 내지 30의 알킬실릴기, 탄소수 6 내지 30의 아릴실릴기 및 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되는 치환기로 치환되며, 복수 개의 치환기로 치환되는 경우 이들은 서로 동일하거나 상이하다.When L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms, and an aryloxy group having 6 to 30 carbon atoms, and a plurality of When substituted with a substituent, they are the same as or different from each other.
본 발명의 스프레이형 오염물 분해 및 제거용 조성물은 용매 및 이산화티탄 광촉매를 포함하는 것으로, 상기 용매 내 이산화티탄 광촉매가 균일하게 포함되어 있어, 상기 조성물을 스프레이 분사 시에도, 우수한 오염물 분해 효과를 나타낼 수 있다. The spray-type composition for decomposing and removing pollutants of the present invention includes a solvent and a titanium dioxide photocatalyst, and since the titanium dioxide photocatalyst is uniformly included in the solvent, even when the composition is sprayed, it can exhibit an excellent pollutant decomposition effect. there is.
구체적으로 상기 용매는 탄소수 1 내지 10의 알코올 및 물이며, 바람직하게는 에탄올 또는 물이며, 보다 바람직하게는 물일 수 있다. Specifically, the solvent may be alcohol and water having 1 to 10 carbon atoms, preferably ethanol or water, and more preferably water.
상기 화학식 1로 표시되는 화합물은 하기 화학식 2로 표시되는 화합물일 수 있다:The compound represented by Formula 1 may be a compound represented by Formula 2 below:
[화학식 2][Formula 2]
여기서, here,
R1 내지 R8 및 L1 내지 L4는 상기 화학식 1에서 정의한 바와 같고, R 1 to R 8 and L 1 to L 4 are as defined in Formula 1 above;
R9' 내지 R12'은 서로 동일하거나 상이하며, 각각 독립적으로 수소, -SO3H, -SO3
- 및 -COO-로 이루어진 군으로부터 선택된다.R 9 'to R 12 ' are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, -SO 3 H, -SO 3 - and -COO - .
상기 화학식 2로 표시되는 포피린 화합물은 수소, -SO3H, -SO3
- 및 -COO-로 이루어진 군으로부터 선택되는 치환기를 포함하며, 바람직하게는 -SO3
- 또는 -COO-를 2개 이상 포함하는 것을 특징으로 한다. The porphyrin compound represented by Formula 2 includes a substituent selected from the group consisting of hydrogen, -SO 3 H, -SO 3 -, and -COO- , and preferably includes two or more -SO 3 - or -COO- . It is characterized by including.
후술하는 바와 같이, 상기 스프레이용 오염물 분해 및 제거용 조성물의 용매는 물이며, 상기 포피린 화합물은 -SO3
- 또는 -COO-를 치환기로 포함하는 염의 형태로 포함될 수 있다. As will be described later, the solvent of the composition for decomposing and removing contaminants for spraying is water, and the porphyrin compound may be included in the form of a salt containing -SO 3 - or -COO- as a substituent.
상기와 같이 염의 형태로 포피린 화합물이 포함되는 경우, 용매인 물에 대한 용해가 용이하다. As described above, when the porphyrin compound is included in the form of a salt, it is easily dissolved in water as a solvent.
또한, 용매로 알코올 대신 물을 사용하는 경우는 섬유와 같은 직물 내 흡수가 용이하여 섬유에 흡수된 오염물에 직접적으로 광촉매가 이동할 수 있어, 광촉매에 의한 오염물 분해 효과를 높일 수 있다. In addition, when water is used instead of alcohol as a solvent, the photocatalyst can move directly to the contaminants absorbed in the fabric because it is easily absorbed into fabrics such as fibers, thereby increasing the effect of decomposing contaminants by the photocatalyst.
본 발명의 스프레이용 오염물 분해 및 제거용 조성물은 오염 부위에 스프레이 방식으로 분사되고, 가시광이 조사되면, 광촉매 활성으로 인해 오염물을 분해하여 오염물의 제거 효과를 나타낼 수 있다. The composition for decomposing and removing contaminants for spraying according to the present invention is sprayed onto a contaminated area and, when visible light is irradiated, decomposes contaminants due to photocatalytic activity, thereby exhibiting an effect of removing contaminants.
즉, 광촉매에 의해 오염물의 분해 효과를 높이기 위해선, 광촉매가 오염물과 직접적인 접촉이 필요하다. 이에, 광촉매가 섬유에 흡수되어, 이동할 수 있는 것이 중요하다. That is, in order to enhance the decomposition effect of contaminants by the photocatalyst, direct contact with the contaminants is required. Therefore, it is important that the photocatalyst is absorbed by the fiber and can move.
구체적으로, 의류와 같은 제품은 다수의 섬유가 복잡하게 얽힌 형태이다. 이에 오염물이 의류의 외부에 묻어 있는 경우는 휴지 등을 이용하여 오염물을 흡수하거나 닦아 내는 방식으로 쉽게 제거가 가능하다. Specifically, a product such as clothing has a form in which a number of fibers are intricately entangled. Therefore, if the contaminants are on the outside of the clothes, they can be easily removed by absorbing or wiping the contaminants using tissue paper or the like.
다만, 오염물이 의류 내부로 흡수되는 경우는 휴지 등을 이용하여 오염물을 흡수하고자 하는 경우에도 제거되지 않는다. However, if the contaminants are absorbed into the clothes, they are not removed even when trying to absorb the contaminants using tissues or the like.
또한, 이러한 오염물의 경우는 일반적인 세탁 방식으로 세탁하는 경우에도 쉽게 제거되지 않고 얼룩의 형태로 잔존하게 된다. In addition, these contaminants are not easily removed even when washing in a general washing method and remain in the form of stains.
이는 오염물이 의류 내 섬유에 흡수되어 내부에 위치하게 되고, 세탁하는 경우에도 내부 섬유까지 세제가 도달하지 않거나, 도달하더라도 섬유에 흡수된 오염물의 제거가 용이하지 않은 것을 의미한다. This means that the contaminants are absorbed by the fibers in the clothing and are located inside, and even when washing, the detergent does not reach the inner fibers, or even if they reach the fibers, it is not easy to remove the contaminants absorbed by the fibers.
반면 본 발명의 오염물의 제거 및 분해용 조성물은 용매로 물을 사용함에 따라, 섬유에 쉽게 흡수되어 이동할 수 있고, 이러한 특징으로 인해, 내부 깊숙한 오염물까지도 광촉매가 도달할 수 있도록 한다. On the other hand, the composition for removing and decomposing contaminants of the present invention uses water as a solvent, so it can be easily absorbed and moved to fibers, and due to this feature, the photocatalyst can reach even the contaminants deep inside.
상기와 같이 내부로 이동한 광촉매는 가시광 조사에 의해 광활성되어, 오염물을 직접적으로 분해할 수 있어, 우수한 오염물 제거 효과를 나타낼 수 있다. The photocatalyst moved to the inside as described above is photoactivated by visible light irradiation and can directly decompose contaminants, thereby exhibiting excellent contaminant removal effects.
구체적으로, 상기 L1 내지 L4는 단일결합 또는 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기일 수 있다. Specifically, L 1 to L 4 may be a single bond or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.
상기 포피린 화합물은 하기 화합물로 이루어진 군으로부터 선택될 수 있다:The porphyrin compound may be selected from the group consisting of:
상기 조성물은 상기 화학식 1로 표시되는 포피린 화합물 및 이산화티탄을 1:1 내지 1:15의 몰 비율로 포함하며, 바람직하게는 1:1 내지 1:10일 수 있다. 상기 범위 내에서 혼합하여 사용 시 오염물에 대한 우수한 분해 효과로 인해, 오염물 분해 효과를 나타낼 수 있다. The composition includes the porphyrin compound represented by Formula 1 and titanium dioxide in a molar ratio of 1:1 to 1:15, preferably 1:1 to 1:10. Due to the excellent decomposition effect on contaminants when mixed and used within the above range, the contaminant decomposition effect may be exhibited.
본 발명의 다른 일 실시예에 따른 휴대용 세탁제는 상기 스프레이용 오염물 분해 및 제거용 조성물을 포함할 수 있다. The portable laundry detergent according to another embodiment of the present invention may include the composition for decomposing and removing contaminants for spraying.
통상적인 세탁제의 경우는, 휴대하여 오염 부위에만 세탁하는 방식으로의 활용이 불가능하다. In the case of a conventional laundry detergent, it is impossible to use it in a manner that is carried and washed only in contaminated areas.
이는, 일반적인 세탁 방법은 물에 의류 등과 같은 세탁물과 세탁 세제를 함께 넣고 물리적인 힘을 가하여 오염물을 제거하는 방식이기 때문이다. This is because a general washing method is a method of removing contaminants by putting laundry such as clothes and laundry detergent together in water and applying physical force.
반면, 본 발명의 오염물의 분해 및 제거용 조성물은 스프레이 분사 방식으로 오염 부위에만 분사하며, 가시광 조사에 의해 오염물이 분해되어, 오염물의 제거 효과를 나타낼 수 있다. 즉, 별도의 세탁없이, 본 발명의 조성물을 오염 부위에 분사하면, 실내의 조명 또는 외부 빛에 의해 광촉매의 작용이 나타나게 되여, 세정 효과를 나타낼 수 있다. On the other hand, the composition for decomposing and removing contaminants of the present invention is sprayed only on the contaminated area in a spray spraying method, and the contaminants are decomposed by visible light irradiation, so that the contaminant removal effect can be exhibited. That is, when the composition of the present invention is sprayed on a contaminated area without separate washing, the action of the photocatalyst is displayed by indoor lighting or external light, so that a cleaning effect can be exhibited.
본 발명의 다른 일 실시예에 따른 세탁 보조용 조성물은 상기 오염물의 분해 및 제거용 조성물을 포함할 수 있다. A composition for assisting laundry according to another embodiment of the present invention may include a composition for decomposing and removing the contaminants.
앞서 설명한 바와 같이, 일반적인 세탁 세제를 사용하여 세탁하는 경우에도, 얼룩이 잔존하는 경우가 있다. As described above, even when washing with a common laundry detergent, stains may remain.
특히, 간장, 고추장, 김치 국물과 같이 섬유로 깊숙하게 흡수되는 생활 오염의 경우는, 일반적인 세탁을 통해 쉽게 제거되지 않는다. 이는 생활 오염물이 내부로 깊숙하게 침투되는 경우, 일반 세탁을 통해서는 쉽게 제거되지 않는다. In particular, in the case of life contamination that is deeply absorbed into fibers, such as soy sauce, gochujang, and kimchi broth, it is not easily removed through general washing. This is not easily removed through normal washing when life contaminants penetrate deeply into the inside.
반면, 본 발명의 세탁 보조용 조성물을 이용하는 경우, 섬유에 흡수되어 내부까지 이동이 가능해지고, 이로 인해, 내부로 흡수된 오염물에 본 발명의 광촉매가 접촉할 수 있고, 가시광 조사에 의해 오염물의 분해가 가능하다. On the other hand, in the case of using the composition for washing aid of the present invention, it is absorbed into fibers and can move to the inside, whereby the photocatalyst of the present invention can contact the contaminants absorbed inside, and the contaminants are decomposed by visible light irradiation. is possible
제조예 1Preparation Example 1
포피린 화합물(SH)의 제조 1Preparation of porphyrin compound (SH) 1
4,4',4'',4'''-(porphyrin-5,10,15,20-tetrayl)tetrabenzenesulfonic acid.4,4',4'',4'''-(porphyrin-5,10,15,20-tetrayl)tetrabenzenesulfonic acid.
1H NMR (DMSO-d6, 300 MHz), δ (ppm): -2.88 (s, 2H), 8.02 (d, 8H, J = 8.1 Hz), 8.20 (d, 8H, J = 8.1 Hz), 8.82 (s, 8H). 1H NMR (DMSO-d6, 300 MHz), δ (ppm): -2.88 (s, 2H), 8.02 (d, 8H, J = 8.1 Hz), 8.20 (d, 8H, J = 8.1 Hz), 8.82 ( s, 8H).
MS (MALDI-TOF): m/z calcd. 934.9, found 935.3 (M + H+). Mp: >350 .MS (MALDI-TOF): m/z calcd. 934.9, found 935.3 (M + H+). Mp: >350 .
제조예 2Preparation Example 2
포피린 화합물(N-BH)의 제조 2Preparation of porphyrin compound (N-BH) 2
테트라키스(4-카르복시페닐)포르피린(0.1g, 0.126mmol)을 메탄올(10mL)에 용해한 용액에 수산화나트륨(0.02g, 0.504mmol)이 용해된 물(1mL)을 첨가하고, 반응 혼합물을 실온에서 교반하였다. 12시간 동안 반응 혼합물을 증발시켜 용매를 제거하고 진공 하에 건조시켜 최종 생성물을 보라색 고체로 제조하였다.To a solution of tetrakis(4-carboxyphenyl)porphyrin (0.1 g, 0.126 mmol) in methanol (10 mL) was added water (1 mL) in which sodium hydroxide (0.02 g, 0.504 mmol) was dissolved, and the reaction mixture was cooled at room temperature. Stir. The reaction mixture was evaporated over 12 hours to remove the solvent and dried under vacuum to give the final product as a purple solid.
제조예 3Preparation Example 3
스프레이용 세정 조성물의 제조Preparation of cleaning composition for spray
포피린 화합물(SH, N-BH), TiO2 및 용매(에탄올 또는 물)를 혼합하여 스프레이용 세정 조성물을 제조하였다. A cleaning composition for spraying was prepared by mixing a porphyrin compound (SH, N-BH), TiO 2 and a solvent (ethanol or water).
실험예 1Experimental Example 1
오염 분석 효과 Contamination analysis effect
(1) 세정 조성물의 조건(1) Conditions of cleaning composition
50W 할로겐 램프 (1500-1600 lux)50W halogen lamp (1500-1600 lux)
포피린 화합물: SH Porphyrin compound: SH
농도: Porphyrin 1x10-5M / TiO2: 1x10-4MConcentration: Porphyrin 1x10 -5 M / TiO 2 : 1x10 -4 M
용매: EthanolSolvent: Ethanol
(2) 실험 결과(2) Experimental results
상기 세정 조성물을 셀룰로오스 직물에 분무하고 공기 건조시켰다. 상기 셀룰로오스 직물에 광촉매를 코팅하고, 이후 직물이 오염되는 경우에 대한 오염물 분해 효과를 확인하였다. 메틸렌 블루와 로다민 B 방울이 깨끗한 직물에 뿌려지고, 바인더를 포함하는 광촉매 또는 바인더를 불포함하는 광촉매가 상기 직물에 분사하였다.The cleaning composition was sprayed onto cellulosic fabrics and air dried. The photocatalyst was coated on the cellulose fabric, and then the contaminant decomposition effect for the case where the fabric was contaminated was confirmed. Droplets of methylene blue and rhodamine B were sprayed onto a clean fabric, and a photocatalyst with or without a binder was sprayed onto the fabric.
50W 할로겐 램프에서 4시간 동안 조사하고 1시간마다 효과를 확인하였으며, 그 결과는 도 1과 같다.Irradiated for 4 hours in a 50W halogen lamp and checked the effect every hour, and the results are shown in FIG. 1.
동일한 원단에 염료 얼룩을 형성한 후, 재사용성을 확인하기 위해, 1차 실험을 진행한 원단에 동일하게 얼룩을 형성하고, 1시간마다 분해효과를 확인하였으며, 그 결과는 도 2 및 3과 같다.After forming dye stains on the same fabric, in order to confirm reusability, the same stain was formed on the fabric subjected to the first experiment, and the decomposition effect was confirmed every hour. The results are shown in FIGS. 2 and 3 .
실험 결과에 의하면, 도 1은 2시간 경과 후, 얼룩이 거의 사라진 것을 확인할 수 있다. 본 발명의 조성물를 이용하는 경우 우수한 오염물 분해 효과를 나타냄을 확인할 수 있다. According to the experimental results, it can be seen in FIG. 1 that the stain almost disappeared after 2 hours. When using the composition of the present invention, it can be confirmed that excellent contaminant decomposition effect is exhibited.
도 2는 광촉매가 코팅된 직물에 대해 재차 오염된 경우의 효과를 확인한 것으로, 4시간이 경과하면 얼룩이 미세하게 남을 정도로 분해되는 것을 확인할 수 있다. 2 confirms the effect when the photocatalyst is contaminated again on the coated fabric, and it can be confirmed that the stain is decomposed to the extent that fine stains remain after 4 hours.
실험예 2Experimental Example 2
오염 분석 효과 Contamination analysis effect
상기 실험예 1과 동일한 조건으로 실험을 진행하였으며, 실험예 2는 직물에 얼룩을 먼저 형성하고, 이후 세정 조성물을 스프레이 분사하고, 할로겐 램프로 빛을 조사하였다. The experiment was conducted under the same conditions as in Experimental Example 1, and in Experimental Example 2, stains were first formed on the fabric, then the cleaning composition was sprayed, and light was irradiated with a halogen lamp.
실험 결과는 도 3과 같다. The experimental results are shown in FIG. 3 .
도 3에 의하면, 얼룩 부분에 세정 조성물을 스프레이 분사한 것과 분사하지 않은 것을 비교한 결과, 2시간이 경과한 이후에는 얼룩이 분해되어 우수한 세정 효과를 나타낼 수 있음을 확인하였다. According to FIG. 3, as a result of comparing the cleaning composition sprayed and not sprayed on the stained area, it was confirmed that the stain was decomposed after 2 hours had elapsed and an excellent cleaning effect could be exhibited.
또한, 동일 조건 하에서 오염원을 메틸렌 블루 및 로다민 B에서 커피, 간장 및 머스터드로 변경하고, 오염원에 대한 분해 여부를 확인하였다. In addition, the contaminants were changed from methylene blue and rhodamine B to coffee, soy sauce, and mustard under the same conditions, and decomposition of the contaminants was confirmed.
실험 조건은 할로겐 램프를 1개 또는 2개 이용하여 분해 여부를 확인하였고, 그 결과는 도 4와 같다. As for the experimental conditions, decomposition was confirmed using one or two halogen lamps, and the results are shown in FIG. 4 .
도 4에 의하면, 시간이 경과함에 따라 오염원에 대한 분해가 일부 나타나기는 하나 메틸렌 블루 및 로다민 B 수준의 오염 분해 효과가 나타나지 않음을 확인하였다. According to FIG. 4, it was confirmed that decomposition of the contaminant was partially observed over time, but no decomposition effect of methylene blue and rhodamine B levels was observed.
또한, 램프를 1개에서 2개로 추가시에도 오염원 분해 정도에서 미비하게 차이가 나타나기는 하나, 큰 차이는 없는 것을 확인하였다. In addition, it was confirmed that there was a slight difference in the degree of decomposition of pollutants even when one lamp was added to two, but there was no significant difference.
실험예 3Experimental Example 3
세탁 보조용 조성물로의 활용 가능 여부 검토Examination of whether it can be used as a composition for washing aid
생활 오염원으로 레드 와인, 간장, 커피, 고추장 및 김치 국물을 이용하여 셀룰로오스 직물에 얼룩을 형성하고, 실험예 1과 동일하게 세정 조성물을 스프레이 분사하였다. Red wine, soy sauce, coffee, red pepper paste, and kimchi broth were used as living contaminants to form stains on cellulose fabric, and the cleaning composition was sprayed in the same manner as in Experimental Example 1.
이후, 실험예 1과 동일 조건 하에서 4시간 동안 할로겐 램프를 이용하여 오염원에 대한 분해 정도를 확인하고, 물로 세탁한 후 분해 정도를 추가로 확인하였다. Thereafter, the degree of decomposition of the contaminant was confirmed using a halogen lamp for 4 hours under the same conditions as in Experimental Example 1, and the degree of decomposition was additionally confirmed after washing with water.
실험 결과는 도 5와 같다. The experimental results are shown in FIG. 5 .
분사 정도에 차이가 있기는 하나, 4시간 동안 광촉매로 분해한 후, 물로 세탁한 경우, 오염물이 많이 제거되는 것을 확인하였다. Although there is a difference in the degree of spraying, it was confirmed that a lot of contaminants were removed when washed with water after decomposition with a photocatalyst for 4 hours.
실험예 4Experimental Example 4
포피린 화합물의 농도에 따른 오염물 분해 정도의 차이Differences in degree of decomposition of contaminants according to the concentration of porphyrin compounds
50W 할로겐 램프 (1500-1600 lux)50W halogen lamp (1500-1600 lux)
포피린 화합물: SH Porphyrin compound: SH
농도: Porphyrin 1x10-4M / TiO2: 1x10-4MConcentration: Porphyrin 1x10 -4 M / TiO 2 : 1x10 -4 M
용매: EthanolSolvent: Ethanol
실험예 3과 동일한 방식으로 실험을 진행하고, 포피린 화합물의 농도만 달리하여 실험을 진행하였다. The experiment was conducted in the same manner as in Experimental Example 3, and only the concentration of the porphyrin compound was varied.
실험 결과는 도 6과 같다. The experimental results are shown in FIG. 6 .
실험 결과에 의하면, 4시간 경과 후에도 완전히 얼룩이 제거되지 않았으나, 물로 세척한 이후 오염원이 대다수 제거된 것을 확인할 수 있으나, 포피린 화합물을 과량 포함함에 따라 직물에 포피린 화합물이 잔존하는 것을 확인하였다. According to the experimental results, although the stain was not completely removed after 4 hours, it was confirmed that most of the stains were removed after washing with water, but it was confirmed that the porphyrin compound remained on the fabric as the porphyrin compound was excessively included.
실험예 5Experimental Example 5
포피린 화합물의 농도에 따른 오염물 분해 정도의 차이Differences in degree of decomposition of contaminants according to the concentration of porphyrin compounds
LED 램프(1665 lux)LED lamp (1665 lux)
포피린 화합물: SH Porphyrin compound: SH
농도: Porphyrin 1x10-4M / TiO2: 1x10-4MConcentration: Porphyrin 1x10 -4 M / TiO 2 : 1x10 -4 M
용매: EthanolSolvent: Ethanol
실험예 4와 동일한 실험을 진행하며, 광원을 달리하고 실험을 진행하였다. 실험 결과는 도 7과 같다. The same experiment as in Experimental Example 4 was conducted, but the light source was changed. The experimental results are shown in FIG. 7 .
동일하게 4시간이 경과된 후에도 오염원이 완전히 분해되지는 않았으나, 물로 세척하고 건조시킨 후에는 오염원이 제거된 것을 확인할 수 있다. Similarly, even after 4 hours had elapsed, the contaminant was not completely decomposed, but it could be confirmed that the contaminant was removed after washing with water and drying.
상기 실험예 4 및 실험예 5를 통해, 포피린 화합물은 광원에 의해 농도 범위를 달리할 수 있으며, 직물의 오염된 부위에 세정 조성물을 분사하고, 광 조사에 의해 일정 부분에서는 오염원이 제거되었으나, 생활 오염원은 완전히 제거되지 않았다. 다만, 물로 간단히 세탁하고 건조시키는 것으로도 오염원이 제거되는 것을 확인하여, 세탁 보조 조성물로 활용될 수 있음을 확인하였다. Through Experimental Example 4 and Experimental Example 5, the concentration range of the porphyrin compound can be varied by the light source, the cleaning composition is sprayed on the contaminated area of the fabric, and the contamination source is removed from a certain portion by light irradiation. Contaminants have not been completely removed. However, it was confirmed that the contamination source was removed even by simply washing with water and drying, and it was confirmed that it could be used as a laundry aid composition.
실험예 6Experimental Example 6
용매의 종류에 따른 오염원 분해 차이Differences in decomposition of contaminants according to the type of solvent
50W 할로겐 램프 (1500-1600 lux)50W halogen lamp (1500-1600 lux)
포피린 화합물: SH, N-BH Porphyrin compounds: SH, N-BH
농도: Porphyrin 1x10-4M / TiO2: 1x10-4MConcentration: Porphyrin 1x10 -4 M / TiO 2 : 1x10 -4 M
용매: WaterSolvent: Water
포피린 화합물을 SH 및 N-BH로 2종을 각각 사용하고, 용매를 에탄올에서 물로 변경하였다. 이후 앞선 실험예 3과 동일한 방식으로 실험을 진행하였다. Two types of porphyrin compounds, SH and N-BH, were used, respectively, and the solvent was changed from ethanol to water. Afterwards, the experiment was conducted in the same manner as in Experimental Example 3 above.
실험 결과는 도 8과 같다. The experimental results are shown in FIG. 8 .
도 8에 의하면, N-BH을 포함하는 세정 조성물에서 우수한 세정 효과를 나타냄을 확인할 수 있다. SH를 포함하는 경우는 완전히 오염원이 분해되지 않거나, 세탁 후에도 얼룩이 남는 것을 확인할 수 있다. According to FIG. 8, it can be confirmed that the cleaning composition containing N-BH exhibits an excellent cleaning effect. In the case of containing SH, it can be confirmed that the contamination source is not completely decomposed or stains remain even after washing.
실험예 7Experimental Example 7
용매의 종류에 따른 오염원 분해 차이Differences in decomposition of contaminants according to the type of solvent
LED 램프(1665 lux)LED lamp (1665 lux)
포피린 화합물: SH, N-BH Porphyrin compounds: SH, N-BH
농도: Porphyrin 1x10-4M / TiO2: 1x10-4MConcentration: Porphyrin 1x10 -4 M / TiO 2 : 1x10 -4 M
용매: WaterSolvent: Water
상기 실험예 6과 같은 방식으로 실험을 진행하며, 램프의 종류만 달리하여 실험을 진행하였다. 실험 결과는 도 9와 같다. The experiment was conducted in the same manner as in Experimental Example 6, and only the type of lamp was varied. The experimental results are shown in FIG. 9 .
램프가 상이한 경우에도 N-BH를 포함하는 세정 조성물에서 우수한 세정 효과가 나타남을 확인하였다. Even when the lamps were different, it was confirmed that the cleaning composition containing N-BH exhibited an excellent cleaning effect.
이상에서 본 발명의 바람직한 실시예에 대하여 상세하게 설명하였지만 본 발명의 권리범위는 이에 한정되는 것은 아니고 다음의 청구범위에서 정의하고 있는 본 발명의 기본 개념을 이용한 당업자의 여러 변형 및 개량 형태 또한 본 발명의 권리범위에 속하는 것이다.Although the preferred embodiments of the present invention have been described in detail above, the scope of the present invention is not limited thereto, and various modifications and improvements of those skilled in the art using the basic concept of the present invention defined in the following claims are also made according to the present invention. falls within the scope of the rights of
본 발명은 스프레이형 오염물 분해 및 제거용 조성물에 관한 것으로, 보다 구체적으로 의류 등이 오염 시, 상기 오염물 분해 및 제거용 조성물을 스프레이 분사하여 오염물을 분해할 수 있는 스프레이형 조성물에 관한 것이다.The present invention relates to a spray-type composition for decomposing and removing contaminants, and more particularly, to a spray-type composition capable of decomposing contaminants by spraying the composition for decomposing and removing contaminants when clothes or the like are contaminated.
Claims (9)
- 용매; 및menstruum; and이산화티탄 광촉매를 포함하며, It includes a titanium dioxide photocatalyst,상기 이산화티탄 광촉매는,The titanium dioxide photocatalyst,이산화티탄(TiO2); 및 titanium dioxide (TiO 2 ); and하기 화학식 1로 표시되는 포피린 화합물을 포함하는Comprising a porphyrin compound represented by Formula 1 below스프레이형 오염물 분해 및 제거용 조성물:Composition for degrading and removing spray-type pollutants:[화학식 1][Formula 1]
여기서,here,X1 및 X3는 서로 동일하거나 상이하며 각각 독립적으로 N(R13), C(R14)(R15), O 및 S로 이루어진 군으로부터 선택되며,X 1 and X 3 are the same as or different from each other and are each independently selected from the group consisting of N(R 13 ), C(R 14 )(R 15 ), O and S,X2 및 X4는 서로 동일하거나 상이하며, 각각 독립적으로 N 또는 C(R16)이며,X 2 and X 4 are the same as or different from each other, and are each independently N or C (R 16 );L1 내지 L4는 서로 동일하거나 상이하며, 각각 독립적으로 단일결합, 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기, 치환 또는 비치환된 탄소수 2 내지 30의 헤테로아릴렌기, 치환 또는 비치환된 탄소수 1 내지 20의 알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬렌기, 치환 또는 비치환된 탄소수 2 내지 20의 알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알케닐렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알킬렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알킬렌기, 치환 또는 비치환된 탄소수 1 내지 20의 헤테로알케닐렌기, 치환 또는 비치환된 탄소수 3 내지 20의 헤테로시클로알케닐렌기 및 탄소수 2 내지 20의 알키닐렌기로 이루어진 군에서 선택되며,L 1 to L 4 are the same as or different from each other, and each independently represents a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms, a substituted or unsubstituted An alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted alkenylene group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkenylene group having 3 to 20 carbon atoms , substituted or unsubstituted heteroalkylene group having 1 to 20 carbon atoms, substituted or unsubstituted heterocycloalkylene group having 3 to 20 carbon atoms, substituted or unsubstituted heteroalkenylene group having 1 to 20 carbon atoms, substituted or unsubstituted It is selected from the group consisting of a heterocycloalkenylene group having 3 to 20 carbon atoms and an alkynylene group having 2 to 20 carbon atoms,R1 내지 R16은 서로 동일하거나 상이하며, 각각 독립적으로, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 치환 또는 비치환된 탄소수 1 내지 4의 알킬티오기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬기, 치환 또는 비치환된 탄소수 3 내지 20의 시클로알킬기, 치환 또는 비치환된 탄소수 2 내지 30의 알케닐기, 치환 또는 비치환된 탄소수 2 내지 24의 알키닐기, 치환 또는 비치환된 탄소수 7 내지 30의 아르알킬기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴기, 치환 또는 비치환된 탄소수 2 내지 60의 헤테로아릴기, 치환 또는 비치환된 탄소수 6 내지 30의 헤테로아릴알킬기, 치환 또는 비치환된 탄소수 1 내지 30의 알콕시기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴아미노기, 치환 또는 비치환된 탄소수 6 내지 30의 아르알킬아미노기, 치환 또는 비치환된 탄소수 2 내지 24의 헤테로 아릴아미노기, 치환 또는 비치환된 탄소수 1 내지 30의 알킬실릴기, 치환 또는 비치환된 탄소수 6 내지 30의 아릴실릴기 및 치환 또는 비치환된 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되며, 인접하는 기와 서로 결합하거나, 결합하여 치환 또는 비치환된 고리를 형성할 수 있으며,R 1 to R 16 are the same as or different from each other, and are each independently hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxy group, a substituted or unsubstituted alkylthio group having 1 to 4 carbon atoms, a substituted or Unsubstituted alkyl group having 1 to 30 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, substituted or unsubstituted alkynyl group having 2 to 24 carbon atoms, substituted Or an unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 2 to 60 carbon atoms, or a substituted or unsubstituted hetero group having 6 to 30 carbon atoms Arylalkyl group, substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, substituted or unsubstituted alkylamino group having 1 to 30 carbon atoms, substituted or unsubstituted arylamino group having 6 to 30 carbon atoms, substituted or unsubstituted 6 to 30 carbon atoms 30 aralkylamino group, a substituted or unsubstituted heteroarylamino group having 2 to 24 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 30 carbon atoms and a substituted or It is selected from the group consisting of an unsubstituted aryloxy group having 6 to 30 carbon atoms, and may be bonded to an adjacent group or bonded to each other to form a substituted or unsubstituted ring,상기 L1 내지 L4 및 R1 내지 R16이 치환되는 경우, 수소, 시아노기, 트리플루오로메틸기, 니트로기, 할로겐기, 히드록시기, 카복실기, 탄소수 1 내지 10의 알콕시기, 탄소수 1 내지 4의 알킬티오기, 탄소수 1 내지 30의 알킬기, 탄소수 1 내지 20의 시클로알킬기, 탄소수 2 내지 30의 알케닐기, 탄소수 2 내지 24의 알키닐기, 탄소수 7 내지 30의 아르알킬기, 탄소수 6 내지 30의 아릴기, 탄소수 2 내지 60의 헤테로아릴기, 탄소수 6 내지 30의 헤테로아릴알킬기, 탄소수 1 내지 30의 알콕시기, 탄소수 1 내지 30의 알킬아미노기, 탄소수 6 내지 30의 아릴아미노기, 탄소수 6 내지 30의 아르알킬아미노기, 탄소수 2 내지 24의 헤테로 아릴아미노기, 탄소수 1 내지 30의 알킬실릴기, 탄소수 6 내지 30의 아릴실릴기 및 탄소수 6 내지 30의 아릴옥시기로 이루어진 군으로부터 선택되는 치환기로 치환되며, 복수 개의 치환기로 치환되는 경우 이들은 서로 동일하거나 상이하다.When L 1 to L 4 and R 1 to R 16 are substituted, hydrogen, a cyano group, a trifluoromethyl group, a nitro group, a halogen group, a hydroxyl group, a carboxyl group, an alkoxy group having 1 to 10 carbon atoms, or a carbon number 1 to 4 Alkylthio group, C1-30 alkyl group, C1-20 cycloalkyl group, C2-30 alkenyl group, C2-24 alkynyl group, C7-30 aralkyl group, C6-30 aryl group, heteroaryl group having 2 to 60 carbon atoms, heteroarylalkyl group having 6 to 30 carbon atoms, alkoxy group having 1 to 30 carbon atoms, alkylamino group having 1 to 30 carbon atoms, arylamino group having 6 to 30 carbon atoms, ar It is substituted with a substituent selected from the group consisting of an alkylamino group, a heteroarylamino group having 2 to 24 carbon atoms, an alkylsilyl group having 1 to 30 carbon atoms, an arylsilyl group having 6 to 30 carbon atoms, and an aryloxy group having 6 to 30 carbon atoms, and a plurality of When substituted with a substituent, they are the same as or different from each other. - 제1항에 있어서,According to claim 1,상기 용매는 탄소수 1 내지 10의 알코올 및 물인The solvent is an alcohol and water having 1 to 10 carbon atoms.스프레이형 오염물 분해 및 제거용 조성물.A composition for decomposing and removing spray-type pollutants.
- 제1항에 있어서, According to claim 1,상기 화학식 1로 표시되는 화합물은 하기 화학식 2로 표시되는 화합물인The compound represented by Formula 1 is a compound represented by Formula 2 below.스프레이형 오염물 분해 및 제거용 조성물:Composition for degrading and removing spray-type pollutants:[화학식 2][Formula 2]
여기서, here,R1 내지 R8 및 L1 내지 L4는 제1항에서 정의한 바와 같고, R 1 to R 8 and L 1 to L 4 are as defined in claim 1,R9' 내지 R12'은 서로 동일하거나 상이하며, 각각 독립적으로 수소, -SO3H, -SO3 - 및 -COO-로 이루어진 군으로부터 선택된다. R 9 'to R 12 ' are the same as or different from each other, and are each independently selected from the group consisting of hydrogen, -SO 3 H, -SO 3 - and -COO - . - 제1항에 있어서,According to claim 1,상기 L1 내지 L4는 단일결합 또는 치환 또는 비치환된 탄소수 6 내지 30의 아릴렌기인 화합물.Wherein L 1 to L 4 are a single bond or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.
- 제1항에 있어서,According to claim 1,상기 조성물은 가시광선 하에서 광촉매 활성을 나타내는The composition exhibits photocatalytic activity under visible light.스프레이형 오염물 분해 및 제거용 조성물.A composition for decomposing and removing spray-type pollutants.
- 제1항에 있어서,According to claim 1,상기 세정 조성물은 상기 화학식 1로 표시되는 포피린 화합물 및 이산화티탄을 1:1 내지 1:15의 몰 비율로 포함하는The cleaning composition includes the porphyrin compound represented by Formula 1 and titanium dioxide in a molar ratio of 1:1 to 1:15.스프레이형 오염물 분해 및 제거용 조성물.A composition for decomposing and removing spray-type pollutants.
- 제1항에 있어서,According to claim 1,상기 조성물은 오염 부위에 흡수되어 오염원과 이산화티탄 광촉매가 접촉하며, 가시광 조사에 의해 오염원을 분해하는 The composition is absorbed into the contamination site, the contamination source and the titanium dioxide photocatalyst come into contact, and the contamination source is decomposed by visible light irradiation.스프레이형 오염물 분해 및 제거용 조성물.A composition for decomposing and removing spray-type pollutants.
- 제1항에 따른 오염물 분해 및 제거용 조성물을 포함하는Comprising the composition for decomposing and removing contaminants according to claim 1휴대용 세탁제.portable laundry detergent.
- 제1항에 따른 오염물 분해 및 제거용 조성물을 포함하는Comprising the composition for decomposing and removing contaminants according to claim 1세탁 보조용 조성물.Compositions for laundry aids.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101195094A (en) * | 2007-12-24 | 2008-06-11 | 吉林大学 | Visible light activated titanium dioxide porphyrin nano composite catalyst and method for producing the same |
| JP2010138346A (en) * | 2008-12-15 | 2010-06-24 | Lion Corp | Liquid photobleaching composition for textile product |
| KR101583189B1 (en) * | 2015-07-16 | 2016-01-07 | 황정옥 | Eco-detergent |
| KR20210016908A (en) * | 2019-08-06 | 2021-02-17 | 충남대학교산학협력단 | Composition for self-cleaning having stain resistance by visible light irradiation and water repellency |
| KR20210146659A (en) * | 2020-05-27 | 2021-12-06 | 충남대학교산학협력단 | Composition for decomposing contaminants containing visible-light active TiO2-based photocatalyst |
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| KR101646606B1 (en) | 2014-04-09 | 2016-08-08 | 조창희 | Detergent composition of spray type and cleaning method using the same |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101195094A (en) * | 2007-12-24 | 2008-06-11 | 吉林大学 | Visible light activated titanium dioxide porphyrin nano composite catalyst and method for producing the same |
| JP2010138346A (en) * | 2008-12-15 | 2010-06-24 | Lion Corp | Liquid photobleaching composition for textile product |
| KR101583189B1 (en) * | 2015-07-16 | 2016-01-07 | 황정옥 | Eco-detergent |
| KR20210016908A (en) * | 2019-08-06 | 2021-02-17 | 충남대학교산학협력단 | Composition for self-cleaning having stain resistance by visible light irradiation and water repellency |
| KR20210146659A (en) * | 2020-05-27 | 2021-12-06 | 충남대학교산학협력단 | Composition for decomposing contaminants containing visible-light active TiO2-based photocatalyst |
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